萘酰亚胺类衍生物合成及其荧光性质的初步研究（Ⅱ）
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摘要
由于金属离子和氢离子在生命过程中都具有重要的作用,并且荧光检测技术具有很多优点,所以设计荧光化学传感器来检测这些物质的存在。首先,根据荧光探针识别的离子的不同,对近年来的荧光化学传感器做了简要的介绍。其次,以4-Br-1,8-萘酐为底物,分别通过哌啶、吗啉、四氢吡咯和二甲胺的4-位的取代以及与二乙烯三胺或乙醇胺的衍生物在酸酐位的成酰亚胺的反应,合成了12个以萘酰亚胺为荧光团的未见报道的化合物,并通过波谱解析确定了其结构正确。对其进行了荧光性质的测定,分别测定了不同溶剂、不同pH值对其荧光性质的影响及其对金属离子的识别作用。得到化合物5a-5d在环己烷中、化合物6a-6d在二氯甲烷中、化合物7a-7d在环己烷中具有最高的荧光量子产率;化合物5a-5d、化合物6b-6d和化合物7a-7d在纯水溶液中都不能随pH的变化而发生荧光强度的变化,只有化合物6a的荧光强度随pH值的增加而加强,且成线性关系,是一个在纯水溶液中专一性的pH荧光探针。为水溶液中的pH荧光探针的研发奠定了一定的理论基础。但并未得到一个可以识别金属离子的荧光探针化合物,其结果有待进一步的研究,可以考虑通过结构改造把7a-7d系列中的酯键改为酰胺键来测定其识别金属离子的能力,以得到满意的效果。
As the metal ions and hydrogen ions in the life course have an important role, and fluorescence detection has many advantages, so people design fluorescent chemical sensors to detect the presence of these substances. First, a series of fluorescent probes in recent years were introduced on the basis of different fluorescent probes which can recognize different ions. Secondly, though 4-Br-1,8-naphthalic as the Precursor compounds, the piperdine, morpholine, pyrrolidine and dimethylamine are be replaceed on the four, as well as Diethylenetriamine or derivatives of ethanolamine are reacted with anhydride , a dozen of novel fluorescent probes with different receptors were designed and synthesized based on the 4-amino-1, 8-naphthalimid. And these compounds′structure are correct by spectral analysis. The UV-Visible and fluorescent properties of these 1,8-naphthalimide derivatives in various solution or under various pH or the selective to ions were investigated.The results showed that compounds 5a-5d in cyclohexane, compounds 6a-6d in dichloromethane, compounds 7a-7d in cyclohexane have the highest fluorescence quantum yield; compounds 5a-5d, compounds 6b-6d and compounds 7a -7d in pure aqueous solution can not occur the chang of fluorescence intensity with changes of pH. It was found that one compound (6a) exhibited strong fluorescent pH-sensing. Its fluorescence intensity increase with increasing pH value and the figure of fluorescence intensity and different pH value is linear. However, this paper does not achieve the desired result, no fluorescent chemosensor to metal ions be obtained. And we can modified the structure of the 7a-7d series from ester to amide bond, maybe its ability to identify metal ions that may be satisfied with the results.
As the metal ions and hydrogen ions in the life course have an important role, and fluorescence detection has many advantages, so people design fluorescent chemical sensors to detect the presence of these substances. First, a series of fluorescent probes in recent years were introduced on the basis of different fluorescent probes which can recognize different ions. Secondly, though 4-Br-1,8-naphthalic as the Precursor compounds, the piperdine, morpholine, pyrrolidine and dimethylamine are be replaceed on the four, as well as Diethylenetriamine or derivatives of ethanolamine are reacted with anhydride , a dozen of novel fluorescent probes with different receptors were designed and synthesized based on the 4-amino-1, 8-naphthalimid. And these compounds′structure are correct by spectral analysis. The UV-Visible and fluorescent properties of these 1,8-naphthalimide derivatives in various solution or under various pH or the selective to ions were investigated.The results showed that compounds 5a-5d in cyclohexane, compounds 6a-6d in dichloromethane, compounds 7a-7d in cyclohexane have the highest fluorescence quantum yield; compounds 5a-5d, compounds 6b-6d and compounds 7a -7d in pure aqueous solution can not occur the chang of fluorescence intensity with changes of pH. It was found that one compound (6a) exhibited strong fluorescent pH-sensing. Its fluorescence intensity increase with increasing pH value and the figure of fluorescence intensity and different pH value is linear. However, this paper does not achieve the desired result, no fluorescent chemosensor to metal ions be obtained. And we can modified the structure of the 7a-7d series from ester to amide bond, maybe its ability to identify metal ions that may be satisfied with the results.
引文
崔大为. 2005. 2-亚胺基-噻-噁-唑啉作为受体的荧光探针的设计-合成及光谱研究.博士学位论文.大连:大连理工大学.
樊江丽. 2005.二-2-吡啶甲基-胺为识别基团Zn2+荧光分子探针的研究.博士学位论文.大连:大连理工大学.
郭祥峰. 2004.亲水性萘酰亚胺阳离子荧光分子探针的设计、合成及性能.博士学位论文.大连:大连理工大学.
A. T. Peters and M. J. Bide. 1985. Amino derivatives of 1, 8-naphthalic anhydride and derived dyes for synthetic-polymer fibres .Dyes and Pigments, 6, 349-375
Andrea Bencini, Emanuela Berni. 2004. A fluorescent chemosensor for Zn (II). Exciplex formation in solution and the solid state .Dalton Trans, 2180–2187
Antonio Caballero, Rosario Mart?nez, VegaLloveras. 2005. Highly Selective Chromogenic and Redox or Fluorescent Sensors of Hg2+ in Aqueous Environment Based on 1, 4-Disubstituted Azines .J. Am. Chem. Soc., 127, 15666-15667
Chen-Hsiung Hung, Gao-Fong Chang, Anil Kumar. 2008. m-Benziporphodimethene: a new porphyrin analogue ?uorescence zinc (II) sensor. Chem. Commun., 2008, 978–980
Chi bao Huang, Xiaojun Peng,Ziyang Lin. 2008. A highly selective and sensitive two-photon chemosensor for silver ion derived from 3, 9-dithia-6-azaundecane. Sensorsand Actuators B, 133,113–117
David A. Nugiel, Dean A. Wacker. 1997. Facile Preparation of Chloromethylaryl Solid Supports Using Methanesulfonyl Chloride and Hunig's Base. Tetrahedron Letters, 38(33), 5789-5790
Dawei Cui, Xuhong Qian. 2004. Novel Fluorescent pH Sensors Based on Intramolecular Hydrogen Bonding Ability of Naphthalimide. Organic Letters, 6(16), 2757-2760
Desislava Staneva, Rossitza Betcheva. 2007. Synthesis and functional properties of new optical pH sensor based on benzo [de]anthracen-7-one immobilized on the viscose. Dyes and Pigments, 74,148-153
DU Bin, HAN Huayun. 2001.An improved synthesis method of IH-1, 2, 3-Benzotriazole. Journal of He nan Medical University, 136(13), 350-351
Eun Jin Cho, Jung Wha Moon, Seung Whan Ko. 2003.A New Fluoride Selective Fluorescent as Well as Chromogenic Chemosensor Containing a Naphthalene Urea Derivative. J. Am. Chem. Soc., 125, 12376-12377
Eun Jin Jun, Han Na Won, Jong Seung Kim. 2006. Unique blue shift due to the formation of staticpyrene excimer: highly selective ?uorescent chemosensor for Cu2+. Tetrahedron Letters, 47, 4577-4580
Guang-Ke Li, Zhen-Xiang Xu, Chuan-Feng Chen. 2008. A highly e?cient and selective turn-on ?uorescent sensor for Cu2+ ion based on calix[4]arene bearing four iminoquinoline Subunitson the upper rim. Chem. Commun., 1774–1776
Han Zhang, Li-Feng Han, Klaas A. Zachariasse. 2005. 8-Hydroxyquinoline BenzoatesasHighly Sensitive Fluorescent Chemosensors for Transition Metal Ions. Org. Lett., 7(19), 4217- 4220
Hiroya Hama, Tatsuya Morozumi and Hiroshi Nakamura.2007.Novel Mg2+-responsive ?uorescent chemosensor based on benzo-15-crown-5 possessing 1-naphthaleneacetamide moiety.Tetrahedron Letters, 48, 1859–1861
Hong-Yuan Luo, Jian-Hui Jiang, Xiao-Bing Zhang. 2007. Synthesis of porphyrin-appended terpyridine as a chemosensor for cadmium based on ?uorescent enhancement. Talanta, 72, 575–581
Hyun Jung Kim, Sun Young Park,Sang woon Yoon. 2008. FRET-derived ratiometric ?uorescence sensor for Cu2+. Tetrahedron, 64, 1294-1300
Jean-MarcChovelon, IvoGrabchev. 2007. A novel ?uorescentsensor for metal cations and Protons based of bis-1, 8-naphthalimide. Spectrochimica Acta Part A, 67, 87–91.
Jia-Sheng Wu, Peng-Fei Wang, Xiao-Hong Zhang. 2006. Novel ?uorescent sensor for detection of Cu (II) in aqueous solution. Spectrochimica Acta Part A, 65,749–752
Jie Mao, Lina Wang, Wei Dou. 2007. Tuning the Selectivity of Two Chemosensors to Fe (III) and Cr (III). Organic Letters, 9(22), 4567- 4570
John F. Callan, A. Prasannade. 2004. Silva Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection. Tetrahedron, 60, 11125–11131
Jongmin Kang, Miwhoa Choi, JiYoung Kwon. 2002. New Fluorescent Chemosensors for Silver Ion. J.Org.Chem., 67, 4384-4386
JunKawakami, R.ToddBronson. 2001. Characterization of Bis-8-hydroxyquinoline-Armed Diazatrithia-16-crown-5 and Diazadibenzo-18-crown-6 Ligands as Fluorescent Chemosensors for Zinc. Journal of Supramolecular Chemistry, 1, 221–227
K. M. K. Swamy, Yoon Ju Lee, Han Na Lee.2006. A New Fluoresce in Derivative Bearing a Boronic Acid Group as a Fluorescent Chemosensor for Fluoride Ion. J. Org. Chem., 71, 8626- 8628
Ke Feng, Fu-Lian Hsub, Kofi Bota. 2005. A potential fluorescent Hg (II) chemosensor. Microchemical Journal, 81, 23–27
Krasovitskii, B. M.; Shevchenko. 1983. Zhurnal Organicheskoi Khimii, 19 (6), 1305-1308 Kupriyan,D.G. 2004, Russian Journal of Organic Chemistry, 40(5), 699-704
LI Haihua, LIAO Fuguang. 2006. Preparation of Fungicide Difenoconazole. Transactions of Beijing Institute of Technology, 26(4), 365-368
Liheng Feng, Zhaobin Chen, Duosheng Wang. 2007. Selective sensing of Fe3+ based on ?uorescence quenching by 2,6-bis(benzoxazolyl)pyridine withβ-cyclodextrin in neutral aqueous solution. Spectrochimica Acta Part A, 66, 599–603
Li-Li Zhou, Hao Sun,Xiao-Hong Zhang. 2004. An effective ?uorescent chemosensor for the detection of copper (II). Spectrochimica Acta Part A, 61, 61–65
Lorena Machi, Hisila Santacruz. 2007. Cd2+-sensiting bichromophore: Excimer emission from an EDTA-methylnaphthalene derivative. Inorganic Chemistry Communications, 10, 547–550
Luca Prodi, Carlotta Bargossi,,Marco Montalti. 2000. An Effective Fluorescent Chemosensorfor Mercury Ions. J. Am. Chem. Soc., 122, 6769- 6770
Luca Prodi, Fabrizio Bolletta, Marco Montalti. 1998. A Fluorescent Sensor For Magnesium Ions. Tetrahedron Letters, 39, 5451-5454
Mao Xiang Wang, Xiang Ming Meng, Man Zhou Zhu. 2008. Novel ?uorescent chemosensor for Ag+ based on coumarin ?uorophore. Chinese Chemical Letters, 19, 977–980
Min Hee Lee, Jia-Sheng Wu, Jeong Won Lee. 2007. Highly Sensitive and Selective Chemosensor for Hg2+ Based on the Rhodamine Fluorophore. Org. Lett., 9(13), 2501 -2504
Min Sun Park, K.M. K.Swamy. 2006. A new acridine derivative as a ?uorescent chemosensor for zinc ions in an 100% aqueous solution: acomparison of binding property with anthracene derivative. Tetrahedron Letters, 47, 8129–8132
Moloy Sarkar, Sandip Banthia ,Anunay Samanta. 2006. A highly selective‘off-on’?uorescence chemosensor for Cr (III). Tetrahedron Letters, 47, 7575–7578
Pengju Jiang, Lizhen Chen, Jun Lin. 2002.Novel zinc fluorescent probe bearing dansyl and aminoquinoline groups. Chem. Commun., 1424–1425
Qian Xuhong, Zhu Zhenghua. 1992 . J. prakt. Chem, 334, 161-164.
Qi-Yin Chen and Chuan-Feng Chen. 2005. A new Hg2+-selective ?uorescent sensor based on a dansyl amide-armed calix[4]-aza-crown. TetrahedronLetters, 46, 165–168
Raman Parkesh, T.Clive Leeb and Thorfinnur Gunnlaugsson. 2007. Highly selective 4-amino-1,8-naphthalimide based ?uorescent photoinduc electrontransfer(PET) chemosensorsfor Zn(II) under physiological pH conditions . Org.Biomol.Chem., 5, 310–317
Rong Xiang, Xuan Tian. 2007. Synthesis and stability evaluation of 5-FU-acetic podophyllic ester as anti-tumor agent. Journal of Chinese Pharmaceutical Sciences, 16, 47- 50
Selezneva.E.S., Tengaew.E.I. 2008. Experimental adaption of Staphylococcus aureus to sulfuryl derivatives of benzazolides. Pharmaceutical chemistry Journal, 42(7), 377-381
Shohei Iyoshi, Masayasu Taki and YukioYamamoto. 2008. Rosamine-Based Fluorescent Chemosensor for Selective Detection of Silver (I) in an Aqueous Solution. Inorg. Chem., 47, 3946- 3948
Sin-Man Cheung and Wing-Hong Chan. 2006. Hg2+ sensing in aqueous solutions: an intramolecular charge Transfer emission quenching ?uorescent chemosensors. Tetrahedron, 62, 8379–8383
Sukhdeep Kaur and Subodh Kumar. 2004. Photoactive chemosensors:a Cu2+ protein cavity mimicking ?uorescent chemosensor for selective Cu2+ recognition. Tetrahedron Letters, 45, 5081–5085
Thorfinnur Gunnlaugsson, T.Clive Lee, Raman Parkesh. 2003. Cd (II) Sensing in Water Using Novel Aromatic Iminodiacetate Based Fluorescent Chemosensors. Organic Letters, 5(22), 4065- 4068
Wei min Liu, Li wei Xu, Rui long Sheng. 2007. A Water-Soluble“Switching-On”Fluorescent Chemosensor of Selectivity to Cd2+. Organic Letters, 9(19), 3829- 3832
Xiangfeng Guo,Xuhong Qian, and Lihua Jia. 2004. A Highly Selective and Sensitive Fluorescent Chemosensor for Hg2+ in Neutral Buffer Aqueous Solution. J. Am. Chem. Soc., 126, 2272 -2273
Xiangfeng Guo, Xuhong Qian. 2004. A Highly Selective and Sensitive Fluorescent Chemosensor for Hg2+ in Neutral Buffer Aqueous Solution. J. Am. Chem. Soc., 126, 2272- 2273
Xiang-Ming Meng, Man-Zhou Zhu, Lei Liu. 2006. Novel highly selective ?uorescent chemosensors for Zn (II). Tetrahedron Letters, 47, 1559-1562
Xiaojun Peng, Yunkou Wu, Jiangli Fan. 2005. Colorimetric and Ratiometric Fluorescence Sensing of Fluoride: Tuning Selectivity in Proton Transfer. J. Org. Chem., 70, 10524-10531
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Yu-jun Zheng, Qun Huo, Peter Kele. 2001. A New Fluorescent Chemosensor for Copper Ions Based on Tripeptide Glycyl?Histidyl?Lysine (GHK). Oganic Letters, 6(7), 1123-1126
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Zhaochao Xu, Xuhong Qian and Jingnan Cui. 2005. Colorimetric and Ratiometric Fluorescent Chemosensor with a Large Red-Shift in Emission: Cu (II)-Only Sensing by Deprotonation of Secondary Amines as Receptor Conjugated to Naphthalimide Fluorophore. Oganic Letters, 7(14), 3029-3032
ZhenChang Wen. 2008. Novel pH tunable ?uorescentsensor with dual recognition mode. Journal of Photochemistry and Photobiology A: Chemistry, 199, 98-104
Zhitao Jiang, Lei Tang, Fei Shao. 2008. Synthesis and characterization of 9-(cycloheptatrienylidene) ?uorene derivatives: New ?uorescent chemosensors for detection of Fe3+ and Cu2+. Sensors and Actuators B, 134, 414-418
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樊江丽. 2005.二-2-吡啶甲基-胺为识别基团Zn2+荧光分子探针的研究.博士学位论文.大连:大连理工大学.
郭祥峰. 2004.亲水性萘酰亚胺阳离子荧光分子探针的设计、合成及性能.博士学位论文.大连:大连理工大学.
A. T. Peters and M. J. Bide. 1985. Amino derivatives of 1, 8-naphthalic anhydride and derived dyes for synthetic-polymer fibres .Dyes and Pigments, 6, 349-375
Andrea Bencini, Emanuela Berni. 2004. A fluorescent chemosensor for Zn (II). Exciplex formation in solution and the solid state .Dalton Trans, 2180–2187
Antonio Caballero, Rosario Mart?nez, VegaLloveras. 2005. Highly Selective Chromogenic and Redox or Fluorescent Sensors of Hg2+ in Aqueous Environment Based on 1, 4-Disubstituted Azines .J. Am. Chem. Soc., 127, 15666-15667
Chen-Hsiung Hung, Gao-Fong Chang, Anil Kumar. 2008. m-Benziporphodimethene: a new porphyrin analogue ?uorescence zinc (II) sensor. Chem. Commun., 2008, 978–980
Chi bao Huang, Xiaojun Peng,Ziyang Lin. 2008. A highly selective and sensitive two-photon chemosensor for silver ion derived from 3, 9-dithia-6-azaundecane. Sensorsand Actuators B, 133,113–117
David A. Nugiel, Dean A. Wacker. 1997. Facile Preparation of Chloromethylaryl Solid Supports Using Methanesulfonyl Chloride and Hunig's Base. Tetrahedron Letters, 38(33), 5789-5790
Dawei Cui, Xuhong Qian. 2004. Novel Fluorescent pH Sensors Based on Intramolecular Hydrogen Bonding Ability of Naphthalimide. Organic Letters, 6(16), 2757-2760
Desislava Staneva, Rossitza Betcheva. 2007. Synthesis and functional properties of new optical pH sensor based on benzo [de]anthracen-7-one immobilized on the viscose. Dyes and Pigments, 74,148-153
DU Bin, HAN Huayun. 2001.An improved synthesis method of IH-1, 2, 3-Benzotriazole. Journal of He nan Medical University, 136(13), 350-351
Eun Jin Cho, Jung Wha Moon, Seung Whan Ko. 2003.A New Fluoride Selective Fluorescent as Well as Chromogenic Chemosensor Containing a Naphthalene Urea Derivative. J. Am. Chem. Soc., 125, 12376-12377
Eun Jin Jun, Han Na Won, Jong Seung Kim. 2006. Unique blue shift due to the formation of staticpyrene excimer: highly selective ?uorescent chemosensor for Cu2+. Tetrahedron Letters, 47, 4577-4580
Guang-Ke Li, Zhen-Xiang Xu, Chuan-Feng Chen. 2008. A highly e?cient and selective turn-on ?uorescent sensor for Cu2+ ion based on calix[4]arene bearing four iminoquinoline Subunitson the upper rim. Chem. Commun., 1774–1776
Han Zhang, Li-Feng Han, Klaas A. Zachariasse. 2005. 8-Hydroxyquinoline BenzoatesasHighly Sensitive Fluorescent Chemosensors for Transition Metal Ions. Org. Lett., 7(19), 4217- 4220
Hiroya Hama, Tatsuya Morozumi and Hiroshi Nakamura.2007.Novel Mg2+-responsive ?uorescent chemosensor based on benzo-15-crown-5 possessing 1-naphthaleneacetamide moiety.Tetrahedron Letters, 48, 1859–1861
Hong-Yuan Luo, Jian-Hui Jiang, Xiao-Bing Zhang. 2007. Synthesis of porphyrin-appended terpyridine as a chemosensor for cadmium based on ?uorescent enhancement. Talanta, 72, 575–581
Hyun Jung Kim, Sun Young Park,Sang woon Yoon. 2008. FRET-derived ratiometric ?uorescence sensor for Cu2+. Tetrahedron, 64, 1294-1300
Jean-MarcChovelon, IvoGrabchev. 2007. A novel ?uorescentsensor for metal cations and Protons based of bis-1, 8-naphthalimide. Spectrochimica Acta Part A, 67, 87–91.
Jia-Sheng Wu, Peng-Fei Wang, Xiao-Hong Zhang. 2006. Novel ?uorescent sensor for detection of Cu (II) in aqueous solution. Spectrochimica Acta Part A, 65,749–752
Jie Mao, Lina Wang, Wei Dou. 2007. Tuning the Selectivity of Two Chemosensors to Fe (III) and Cr (III). Organic Letters, 9(22), 4567- 4570
John F. Callan, A. Prasannade. 2004. Silva Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection. Tetrahedron, 60, 11125–11131
Jongmin Kang, Miwhoa Choi, JiYoung Kwon. 2002. New Fluorescent Chemosensors for Silver Ion. J.Org.Chem., 67, 4384-4386
JunKawakami, R.ToddBronson. 2001. Characterization of Bis-8-hydroxyquinoline-Armed Diazatrithia-16-crown-5 and Diazadibenzo-18-crown-6 Ligands as Fluorescent Chemosensors for Zinc. Journal of Supramolecular Chemistry, 1, 221–227
K. M. K. Swamy, Yoon Ju Lee, Han Na Lee.2006. A New Fluoresce in Derivative Bearing a Boronic Acid Group as a Fluorescent Chemosensor for Fluoride Ion. J. Org. Chem., 71, 8626- 8628
Ke Feng, Fu-Lian Hsub, Kofi Bota. 2005. A potential fluorescent Hg (II) chemosensor. Microchemical Journal, 81, 23–27
Krasovitskii, B. M.; Shevchenko. 1983. Zhurnal Organicheskoi Khimii, 19 (6), 1305-1308 Kupriyan,D.G. 2004, Russian Journal of Organic Chemistry, 40(5), 699-704
LI Haihua, LIAO Fuguang. 2006. Preparation of Fungicide Difenoconazole. Transactions of Beijing Institute of Technology, 26(4), 365-368
Liheng Feng, Zhaobin Chen, Duosheng Wang. 2007. Selective sensing of Fe3+ based on ?uorescence quenching by 2,6-bis(benzoxazolyl)pyridine withβ-cyclodextrin in neutral aqueous solution. Spectrochimica Acta Part A, 66, 599–603
Li-Li Zhou, Hao Sun,Xiao-Hong Zhang. 2004. An effective ?uorescent chemosensor for the detection of copper (II). Spectrochimica Acta Part A, 61, 61–65
Lorena Machi, Hisila Santacruz. 2007. Cd2+-sensiting bichromophore: Excimer emission from an EDTA-methylnaphthalene derivative. Inorganic Chemistry Communications, 10, 547–550
Luca Prodi, Carlotta Bargossi,,Marco Montalti. 2000. An Effective Fluorescent Chemosensorfor Mercury Ions. J. Am. Chem. Soc., 122, 6769- 6770
Luca Prodi, Fabrizio Bolletta, Marco Montalti. 1998. A Fluorescent Sensor For Magnesium Ions. Tetrahedron Letters, 39, 5451-5454
Mao Xiang Wang, Xiang Ming Meng, Man Zhou Zhu. 2008. Novel ?uorescent chemosensor for Ag+ based on coumarin ?uorophore. Chinese Chemical Letters, 19, 977–980
Min Hee Lee, Jia-Sheng Wu, Jeong Won Lee. 2007. Highly Sensitive and Selective Chemosensor for Hg2+ Based on the Rhodamine Fluorophore. Org. Lett., 9(13), 2501 -2504
Min Sun Park, K.M. K.Swamy. 2006. A new acridine derivative as a ?uorescent chemosensor for zinc ions in an 100% aqueous solution: acomparison of binding property with anthracene derivative. Tetrahedron Letters, 47, 8129–8132
Moloy Sarkar, Sandip Banthia ,Anunay Samanta. 2006. A highly selective‘off-on’?uorescence chemosensor for Cr (III). Tetrahedron Letters, 47, 7575–7578
Pengju Jiang, Lizhen Chen, Jun Lin. 2002.Novel zinc fluorescent probe bearing dansyl and aminoquinoline groups. Chem. Commun., 1424–1425
Qian Xuhong, Zhu Zhenghua. 1992 . J. prakt. Chem, 334, 161-164.
Qi-Yin Chen and Chuan-Feng Chen. 2005. A new Hg2+-selective ?uorescent sensor based on a dansyl amide-armed calix[4]-aza-crown. TetrahedronLetters, 46, 165–168
Raman Parkesh, T.Clive Leeb and Thorfinnur Gunnlaugsson. 2007. Highly selective 4-amino-1,8-naphthalimide based ?uorescent photoinduc electrontransfer(PET) chemosensorsfor Zn(II) under physiological pH conditions . Org.Biomol.Chem., 5, 310–317
Rong Xiang, Xuan Tian. 2007. Synthesis and stability evaluation of 5-FU-acetic podophyllic ester as anti-tumor agent. Journal of Chinese Pharmaceutical Sciences, 16, 47- 50
Selezneva.E.S., Tengaew.E.I. 2008. Experimental adaption of Staphylococcus aureus to sulfuryl derivatives of benzazolides. Pharmaceutical chemistry Journal, 42(7), 377-381
Shohei Iyoshi, Masayasu Taki and YukioYamamoto. 2008. Rosamine-Based Fluorescent Chemosensor for Selective Detection of Silver (I) in an Aqueous Solution. Inorg. Chem., 47, 3946- 3948
Sin-Man Cheung and Wing-Hong Chan. 2006. Hg2+ sensing in aqueous solutions: an intramolecular charge Transfer emission quenching ?uorescent chemosensors. Tetrahedron, 62, 8379–8383
Sukhdeep Kaur and Subodh Kumar. 2004. Photoactive chemosensors:a Cu2+ protein cavity mimicking ?uorescent chemosensor for selective Cu2+ recognition. Tetrahedron Letters, 45, 5081–5085
Thorfinnur Gunnlaugsson, T.Clive Lee, Raman Parkesh. 2003. Cd (II) Sensing in Water Using Novel Aromatic Iminodiacetate Based Fluorescent Chemosensors. Organic Letters, 5(22), 4065- 4068
Wei min Liu, Li wei Xu, Rui long Sheng. 2007. A Water-Soluble“Switching-On”Fluorescent Chemosensor of Selectivity to Cd2+. Organic Letters, 9(19), 3829- 3832
Xiangfeng Guo,Xuhong Qian, and Lihua Jia. 2004. A Highly Selective and Sensitive Fluorescent Chemosensor for Hg2+ in Neutral Buffer Aqueous Solution. J. Am. Chem. Soc., 126, 2272 -2273
Xiangfeng Guo, Xuhong Qian. 2004. A Highly Selective and Sensitive Fluorescent Chemosensor for Hg2+ in Neutral Buffer Aqueous Solution. J. Am. Chem. Soc., 126, 2272- 2273
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Xiaojun Peng, Yunkou Wu, Jiangli Fan. 2005. Colorimetric and Ratiometric Fluorescence Sensing of Fluoride: Tuning Selectivity in Proton Transfer. J. Org. Chem., 70, 10524-10531
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