锥形构象含氟杯芳烃衍生物对铜离子的高选择性识别（英文）
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摘要
合成了具有锥形构象的含氟功能基团的杯芳烃衍生物1～3,并用单晶X射线衍射和核磁共振证实了其锥形构象。在混合溶剂中,研究了杯芳烃衍生物1～3对多种金属离子的识别行为。测试了化合物1～3的紫外-可见吸收光谱和荧光发射光谱,结果显示铜离子对化合物1～3具有明显的荧光猝灭特性,而其它金属离子(如Na~+,K~+,Cs~+,Mg~(2+),Ca~(2+),Ba~(2+),Fe~(3+),Cd~(2+),Mn~(2+),Co~(2+),Ni~(2+),Zn~(2+))对化合物1～3的紫外-可见吸收光谱和荧光发射强度无显著的影响,表明化合物1～3对铜离子的识别具有高选择性。
The fluorine derivatives of calix[4]arene, C_(64)H_(52)F_(12)O_4(1), C_(60)H_(52)F_4O_4(2), C_(68)H_(48)F_(24)O_4(3), were synthesized,and their cone conformations were proved by single crystal X-ray diffraction and1 H NMR spectroscopy. Their recognition behaviors were evaluated towards a variety of metal ions in mixed solvent. The UV-Vis absorption and fluorescence spectroscopy were measured and confirmed that copper ions resulted in fluorescence quenching of compounds 1～3, while other ions such as Na~+, K~+, Cs~+, Mg~(2+), Ca~(2+), Ba~(2+), Fe~(3+), Cd~(2+), Mn~(2+), Co~(2+), Ni~(2+), Zn~(2+)exerted hardly significant impact on the UV-Vis absorption and fluorescence intensity of 1～3, exhibiting high selectivity of compounds 1～3 to copper ions.
The fluorine derivatives of calix[4]arene, C_(64)H_(52)F_(12)O_4(1), C_(60)H_(52)F_4O_4(2), C_(68)H_(48)F_(24)O_4(3), were synthesized,and their cone conformations were proved by single crystal X-ray diffraction and1 H NMR spectroscopy. Their recognition behaviors were evaluated towards a variety of metal ions in mixed solvent. The UV-Vis absorption and fluorescence spectroscopy were measured and confirmed that copper ions resulted in fluorescence quenching of compounds 1～3, while other ions such as Na~+, K~+, Cs~+, Mg~(2+), Ca~(2+), Ba~(2+), Fe~(3+), Cd~(2+), Mn~(2+), Co~(2+), Ni~(2+), Zn~(2+)exerted hardly significant impact on the UV-Vis absorption and fluorescence intensity of 1～3, exhibiting high selectivity of compounds 1～3 to copper ions.
引文
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[5]Park S Y,Yoon J H,Hong C S,et al.J.Org.Chem.,2008,73:8212-8218
[6]Othman A B,Lee J W,Kim J S,et al.J.Org.Chem.,2007,72:7634-7640
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[8]Angela F D D N,Al N M,Villanueva Salas J A,et al.Eur.J.Pharm.Sci.,2017,100:1-8
[9]Panchal M,Athar M,Jha P C,et al.RSC Adv.,2016,6:53573-53577
[10]Joseph R,Rao C P.Chem.Rev.,2011,42:4658-4702
[11]Métivier R,Leray I,Valeur B.Chem.Commun.,2003,9:996-997
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[13]Arora V,Chawla H M,Singh S P.Arkivoc,2007,2:172-200
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[15]Pathak R K,Dessingou J,Rao C P.Anal.Chem.,2012,84:8294-8300
[16]LI Jia-Jia(李佳佳),WANG Mao-Can(汪茂灿),ZHANG Xiao-Mei(张晓梅),et al.Anhui Chemical Industry(安徽化工),2017,43(2):37-40
[17]ZHANG Ling-Fei(张玲菲),ZHENG Xiang-Yong(郑相勇),ZENG Xi(曾晞),et al.Chinese J.Inorg.Chem.(无机化学学报),2010,26(7):1183-1188
[18]ZHANG Ling-Fei(张玲菲),ZHAO Jiang-Lin(赵江林),ZENGXi(曾晞),et al.Chinese J.Inorg.Chem.(无机化学学报),2010,26(10):1796-1803
[19]Chen Y J,Chung W S.Eur.J.Org.Chem.,2009,28:4770-4776
[20]Joseph R,Chinta J P,Rao C P.J.Org.Chem.,2010,75:3387-3395
[21]Wong M S,Xia P F,Lo P K,et al.J.Org.Chem.,2006,71:940-946
[22]Charkrabarti A,Chawla H M,Francis T,et al.Tetrahedron,2006,62:1150-1157
[23]Priimagi A,Cavallo G,Metrangolo P,et al.Acc.Chem.Res.,2013,46:2686-2695
[24]Pelizzi N,Casnati A,Ungaro R.Chem.Commun.,1998,23:2607-2608
[25]Sheldrick G M.SADABS,University of G觟ttingen,Germany,1997.
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[27]Ruban A V,Rozhenko A B,Pirozhenko V V,et al.Tetrahedron Lett.,2013,54:3496-3499
[28]Qazi M A,Qureshi I,Memon S.J.Mol.Struct.,2010,975:69-77
[29]Wang H,Feng Y,Xue J.Lett.Org.Chem.,2009,6:409-411
[30]Kim T H,Kim S H,Tan L V,et al.Talanta,2007,71:1294-1297
[31]Qazi M A,Qureshi I,Memon S.J.Fluoresc.,2011,21:1703-1711
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[33]Qazi M A,Qureshi I,Memon S.J.Fluoresc.,2011,21:1231-1238
[34]Lee S H,Kim J Y,Ko J,et al.J.Org.Chem.,2004,69:2902-2905
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[37]Kumar M,Kumar R,Bhalla V,et al.Dalton Trans.,2011,41408-412