基于氨基酸衍生物的配合物的合成、结构及性能研究
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摘要
金属有机配位聚合物在光学材料、磁性材料、催化等方面具有潜在的应用价值,近年来愈来愈受到人们的重视。在对氨基酸及其衍生物合成的配合物综述的基础上,设计合成了一系列基于氨基酸衍生物(+)-N-对甲苯磺酰-L-谷氨酸和L-O-磷酸丝氨酸为手性配体的配合物,并对其结构和性能及规律进行了研究。论文的主要研究内容如下: {Zn(tsgluO)(4,4’-bipy)(H_2O)}n(1)、{Zn(tsgluO)(bpe)0.5}n(2)、{Zn(tsgluO)(bpe)}n(3)、{Zn(tsgluO)(2,2’-bipy)(H_2O)}_2·2H_2O(4)、{Zn(tsgluO)(2,2’-bipy)(H_2O)}_2·2H_2O (5)、{[Zn(tsgluO)(bpp)]·0.5H_2O}n(6)、{Cd(tsgluO)(4,4’-bipy)(H_2O)}n(7)、{[Cd(tsgluO)(bpe)1.5]·H_2O}n(8)、{[Cd2(tsgluO)2(bpp)4]·2.5H_2O}n(9)、{[Mn(tsgluO)(bpe)(H_2O)2]·H_2O}n(10)、{Ag(HtsgluO)(bpp)}n(11)、{Co(tsgluO)(bpp)}n (12)、{Cu(OPSer)(phen)(H_2O)}·3H_2O(13) (H2tsgluO = (+)-N-对甲苯磺酰-L-谷氨酸;OPSer =L-O-磷酸丝氨酸;4,4’-bipy = 4,4’-联吡啶;2,2’-bipy = 2,2’-联吡啶;bpe=1,2-联(4-吡啶基)乙烷;bpp=1,3-联(4-吡啶基)丙烷;phen=邻菲啰啉）用X-射线单晶衍射、元素分析、红外光谱、热重分析对配合物的性质进行了表征,对配合物1-9、11的荧光性质进行了研究。
配合物1、6、7、11都是手性P2_1空间群。配合物1、7、11具有二维层状结构,并进一步通过氢键构成了三维超分子结构。配合物1和7的晶体结构相似,可能与金属离子属于同一副族元素有关。配合物6具有二维层状结构,沿a轴方向有无限的一维右手螺旋双链结构。配合物2、3、8、9都是中心对称的P2_1/c空间群。配合物2具有三维微孔结构,沿b轴方向的一维孔道孔径约为5.8×7.7(?),孔道中并没有被其它的客体分子占据。配合物3、8、9具有二维层状结构,配合物3进一步通过氢键构成了三维超分子结构。配合物4、5、10都是中心对称的P-1空间群。配合物4和5都是双核小分子配合物,配合物4进一步通过氢键和π-π堆积作用构成了二维层状超分子结构,而配合物5则进一步是通过氢键和π-π堆积作用构成了三维超分子结构。配合物10具有一维双链结构,进一步通过氢键作用连接成了三维超分子结构。配合物12和13都是手性P2_12_12_1空间群。配合物12具有二维层状结构,沿a轴有无限的一维右手螺旋链。配合物13属于单核配合物,通过氢键和π-π堆积作用构成三维超分子结构。
配体H_2tsgluO采用多种配位模式与金属离子配位,其采用的配位模式可能与金属离子的种类有关。含氮的辅助配体刚性的4,4’-联吡啶和柔性的bpe、bpp都易以桥联配体的形式构成维数较高的配合物,而含氮的螯合配体2,2’-联吡啶易形成维数较低的配合物。柔性的辅助配体bpe、bpp等可以微调其构型以满足金属离子配位数的要求。溶剂对配体tsgluO~(2-)的配位模式也有一定的影响。
用水热法合成的配合物中只有配合物1和7结晶在手性P21空间群,其余的则是中心对称结构的配合物。这可能与第二配体及温度有关。用溶液法合成的4种配合物都结晶在手性空间群,这可能是由于溶液法的温度低,有利于配体手性的保持。
在室温下对固态配合物1、2、7、8的荧光性质进行了研究。配合物1、2、7、8在365nm的激发波长下,分别在440nm、422nm、442nm、428nm处出现强的荧光发射峰。室温下对配合物3、4、5、6、9、11在无水乙醇中的荧光性质进行了研究,配合物分别在336nm和290nm(λex = 227 nm)、336nm(λex =256 nm)、334nm(λex = 257 nm)、336nm和290nm(λex = 227 nm)、290nm(λex = 267 nm)、326nm和303nm(λex = 227 nm)处出现强的荧光发射峰,表明配合物具有潜在的荧光应用价值。
此外,对配合物2的氮气吸附性质进行研究发现其与氮气的作用力很弱。
Owing to their potential applications in luminescence, magnetism, catalysis, etc., metal-organitic coordination polymers have received more and more attention. This paper summarizes the research advances of coordination polymers based on amino acid and their derivatives. A series coordination compounds constructed by (+)-N-Tosyl-L-glutamic acid and L-O-Phosphoserine were synthesized and their crytal structures and properties were determined. In this paper, the main results are as follows: {Zn(tsgluO)(4,4’-bipy)(H_2O)}n(1)、{Zn(tsgluO)(bpe)0.5}n(2)、{Zn(tsgluO)(bpe)}n(3)、{Zn(tsgluO)(2,2’-bipy)(H_2O)}2·2H_2O(4)、{Zn(tsgluO)(2,2’-bipy)(H_2O)}2·2H_2O (5)、{[Zn(tsgluO)(bpp)]·0.5H_2O}n(6)、{Cd(tsgluO)(4,4’-bipy)(H_2O)}n(7)、{[Cd(tsgluO)(bpe)1.5]·H_2O}n(8)、{[Cd2(tsgluO)2(bpp)4]·2.5H_2O}n(9)、{[Mn(tsgluO)(bpe)(H_2O)2]·H_2O}n(10)、{Ag(HtsgluO)(bpp)}n(11)、{Co(tsgluO)(bpp)}n (12)、{Cu(OPSer)(phen)(H_2O)}·3H_2O(13) (H2tsgluO = (+)-N-Tosyl-L-glutamic acid, OPSer=L-O-Phosphoserine, bipy= bipyridine, bpe= 1,2-bis(4-pyridyl)methane, bpp= 1,3-bis(4-pyridyl)propane, phen= 1,10-phenanthroline) have been synthesized and characterized by X-ray diffraction analysis, elemental analysis, IR, thermal analysis, and their fluorescent properties were also studied.
Compounds 1,6,7,11 crystallize in the chiral space group P21. The 2D architecture of compounds 1,7,11 are further connected by hydrogen bonds interactions to form 3D supramolecular network. Crystal structure of compound 1 is similar to compound 7, which may be due to that they belong to the same subgroup. Compound 6 crystallize in the chiral space group P21 and is giving 2D layer structure containing right handed helical double-chains. Compounds 2,3,8,9 show the centrosymmetric space group P2_1/c. Compound 2 is giving 3D microporous architecture with a channels’aperture about 5.8×7.7 along b direction . It is noticeable that the channels are not occupied by the guest molecular. Compounds 3,8,9 present a 2D network structure and compound 3 is further connected by hydrogen bonding to form three-dimensional supramolecular network. Compounds 4,5,10 crystallize in the centrosymmetric space group P-1. Cmpound 4 are further self-assembled through the non-covalent interactions of hydrogen bond andπ-πstacking to form pseudo-2D supramolecular structures, but compound 5 are further self-assembled through the non-covalent interactions of hydrogen bonding andπ-πstacking to form pseudo-3D supramolecular structures. Compound 10 is giving 1D double-line structure which further cnnected by hydrogen bonding to form three-dimensional supramolecular network.
Compounds 12 and 13 both crystallize in the chiral space group P212121 and compound 12 presents 2D layer structure with right handed helical chains along a direction. Compound 13 is self-assembled through the non-covalent interactions of hydrogen bonding andπ-πstacking to form pseudo-3D supramolecular structures.
The ligand H2tsgluO adopts versatile coordination modes to coordinate with metal ions, which may be in correlation with the kinds of the metal ions. The N-donor ancillary rigid 4,4’-bipyridine ligand and flexible bpe,bpp ligands tend to act as birdging-ligand to form high dimentional complexes. The flexible ancillary ligand bpe,bpp meet the coordination number of the metal ions by subtle manipulation their modes.The solvent has some influence on the H2tsgluO ligand coordination mode.
Among the compounds hydrothermally synthesized, only compounds 1 and 7 crystallize in chiral space group P21, while the rest is centrosymmetric, which may be in correlation with the ancillary ligand and temperature. Four compounds synthesized at room temperature all crystallize in chiral space group, which may due to the low temperature is conductive to the maintenance of chiral ligand.
Fluorescent properties of compounds 1,2,7,8 in solid state at room temperature were studied. When excited with 365nm compounds 1,2,7,8 show emissions at about 440, 422, 442, 428nm, respectively. Results of luminescent studies of compounds 3, 4, 5, 6, 9, 11 in ethanol solution indicate that they are all potential fluorescent materials. The adsorption properties of compound 2 for N2 have been meatured, which show that there are weak interaction between the microporous materials and N_2.
配合物1、6、7、11都是手性P2_1空间群。配合物1、7、11具有二维层状结构,并进一步通过氢键构成了三维超分子结构。配合物1和7的晶体结构相似,可能与金属离子属于同一副族元素有关。配合物6具有二维层状结构,沿a轴方向有无限的一维右手螺旋双链结构。配合物2、3、8、9都是中心对称的P2_1/c空间群。配合物2具有三维微孔结构,沿b轴方向的一维孔道孔径约为5.8×7.7(?),孔道中并没有被其它的客体分子占据。配合物3、8、9具有二维层状结构,配合物3进一步通过氢键构成了三维超分子结构。配合物4、5、10都是中心对称的P-1空间群。配合物4和5都是双核小分子配合物,配合物4进一步通过氢键和π-π堆积作用构成了二维层状超分子结构,而配合物5则进一步是通过氢键和π-π堆积作用构成了三维超分子结构。配合物10具有一维双链结构,进一步通过氢键作用连接成了三维超分子结构。配合物12和13都是手性P2_12_12_1空间群。配合物12具有二维层状结构,沿a轴有无限的一维右手螺旋链。配合物13属于单核配合物,通过氢键和π-π堆积作用构成三维超分子结构。
配体H_2tsgluO采用多种配位模式与金属离子配位,其采用的配位模式可能与金属离子的种类有关。含氮的辅助配体刚性的4,4’-联吡啶和柔性的bpe、bpp都易以桥联配体的形式构成维数较高的配合物,而含氮的螯合配体2,2’-联吡啶易形成维数较低的配合物。柔性的辅助配体bpe、bpp等可以微调其构型以满足金属离子配位数的要求。溶剂对配体tsgluO~(2-)的配位模式也有一定的影响。
用水热法合成的配合物中只有配合物1和7结晶在手性P21空间群,其余的则是中心对称结构的配合物。这可能与第二配体及温度有关。用溶液法合成的4种配合物都结晶在手性空间群,这可能是由于溶液法的温度低,有利于配体手性的保持。
在室温下对固态配合物1、2、7、8的荧光性质进行了研究。配合物1、2、7、8在365nm的激发波长下,分别在440nm、422nm、442nm、428nm处出现强的荧光发射峰。室温下对配合物3、4、5、6、9、11在无水乙醇中的荧光性质进行了研究,配合物分别在336nm和290nm(λex = 227 nm)、336nm(λex =256 nm)、334nm(λex = 257 nm)、336nm和290nm(λex = 227 nm)、290nm(λex = 267 nm)、326nm和303nm(λex = 227 nm)处出现强的荧光发射峰,表明配合物具有潜在的荧光应用价值。
此外,对配合物2的氮气吸附性质进行研究发现其与氮气的作用力很弱。
Owing to their potential applications in luminescence, magnetism, catalysis, etc., metal-organitic coordination polymers have received more and more attention. This paper summarizes the research advances of coordination polymers based on amino acid and their derivatives. A series coordination compounds constructed by (+)-N-Tosyl-L-glutamic acid and L-O-Phosphoserine were synthesized and their crytal structures and properties were determined. In this paper, the main results are as follows: {Zn(tsgluO)(4,4’-bipy)(H_2O)}n(1)、{Zn(tsgluO)(bpe)0.5}n(2)、{Zn(tsgluO)(bpe)}n(3)、{Zn(tsgluO)(2,2’-bipy)(H_2O)}2·2H_2O(4)、{Zn(tsgluO)(2,2’-bipy)(H_2O)}2·2H_2O (5)、{[Zn(tsgluO)(bpp)]·0.5H_2O}n(6)、{Cd(tsgluO)(4,4’-bipy)(H_2O)}n(7)、{[Cd(tsgluO)(bpe)1.5]·H_2O}n(8)、{[Cd2(tsgluO)2(bpp)4]·2.5H_2O}n(9)、{[Mn(tsgluO)(bpe)(H_2O)2]·H_2O}n(10)、{Ag(HtsgluO)(bpp)}n(11)、{Co(tsgluO)(bpp)}n (12)、{Cu(OPSer)(phen)(H_2O)}·3H_2O(13) (H2tsgluO = (+)-N-Tosyl-L-glutamic acid, OPSer=L-O-Phosphoserine, bipy= bipyridine, bpe= 1,2-bis(4-pyridyl)methane, bpp= 1,3-bis(4-pyridyl)propane, phen= 1,10-phenanthroline) have been synthesized and characterized by X-ray diffraction analysis, elemental analysis, IR, thermal analysis, and their fluorescent properties were also studied.
Compounds 1,6,7,11 crystallize in the chiral space group P21. The 2D architecture of compounds 1,7,11 are further connected by hydrogen bonds interactions to form 3D supramolecular network. Crystal structure of compound 1 is similar to compound 7, which may be due to that they belong to the same subgroup. Compound 6 crystallize in the chiral space group P21 and is giving 2D layer structure containing right handed helical double-chains. Compounds 2,3,8,9 show the centrosymmetric space group P2_1/c. Compound 2 is giving 3D microporous architecture with a channels’aperture about 5.8×7.7 along b direction . It is noticeable that the channels are not occupied by the guest molecular. Compounds 3,8,9 present a 2D network structure and compound 3 is further connected by hydrogen bonding to form three-dimensional supramolecular network. Compounds 4,5,10 crystallize in the centrosymmetric space group P-1. Cmpound 4 are further self-assembled through the non-covalent interactions of hydrogen bond andπ-πstacking to form pseudo-2D supramolecular structures, but compound 5 are further self-assembled through the non-covalent interactions of hydrogen bonding andπ-πstacking to form pseudo-3D supramolecular structures. Compound 10 is giving 1D double-line structure which further cnnected by hydrogen bonding to form three-dimensional supramolecular network.
Compounds 12 and 13 both crystallize in the chiral space group P212121 and compound 12 presents 2D layer structure with right handed helical chains along a direction. Compound 13 is self-assembled through the non-covalent interactions of hydrogen bonding andπ-πstacking to form pseudo-3D supramolecular structures.
The ligand H2tsgluO adopts versatile coordination modes to coordinate with metal ions, which may be in correlation with the kinds of the metal ions. The N-donor ancillary rigid 4,4’-bipyridine ligand and flexible bpe,bpp ligands tend to act as birdging-ligand to form high dimentional complexes. The flexible ancillary ligand bpe,bpp meet the coordination number of the metal ions by subtle manipulation their modes.The solvent has some influence on the H2tsgluO ligand coordination mode.
Among the compounds hydrothermally synthesized, only compounds 1 and 7 crystallize in chiral space group P21, while the rest is centrosymmetric, which may be in correlation with the ancillary ligand and temperature. Four compounds synthesized at room temperature all crystallize in chiral space group, which may due to the low temperature is conductive to the maintenance of chiral ligand.
Fluorescent properties of compounds 1,2,7,8 in solid state at room temperature were studied. When excited with 365nm compounds 1,2,7,8 show emissions at about 440, 422, 442, 428nm, respectively. Results of luminescent studies of compounds 3, 4, 5, 6, 9, 11 in ethanol solution indicate that they are all potential fluorescent materials. The adsorption properties of compound 2 for N2 have been meatured, which show that there are weak interaction between the microporous materials and N_2.
引文
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