新型水杨酰肼衍生物镍配合物的合成、表征及其模拟脲酶的催化活性研究
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摘要
本文合成了四种新型的水杨酰肼类化合物N‐氯乙酰基水杨酰肼(H_3cashz)、N‐氯乙酰基‐5‐氯水杨酰肼(H_3cacshz)、N‐氯乙酰基‐5‐溴水杨酰肼(H_3cabshz)、4‐水杨酰基氨基硫脲(H_3st),以及相应的金属镍配合物,并采用红外光谱、1H和~(13)C核磁共振谱以及元素分析等方法对化合物进行了表征。对其中培养得到的单晶进行了X‐射线单晶衍射结构分析。同时,还对金属镍配合物的模拟脲酶催化活性进行了研究。
对四种配合物[Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2], [Ni_3(C_9H_5N_2O_3Cl_2)_2 (C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO),[Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)和[Ni_3(C_8H_6N_3O_2S)_2 (C_5H_5N)_2]分别进行了单晶衍射测定,其结构参数如下:
配合物[Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2]为三核配合物,属单斜晶系,空间群P2(1)/n,晶胞参数a = 11.688(2) , b = 9.5831(17) , c = 17.226(3) ,α= 90,β= 92.015(4),γ= 90, V = 1928.2(6) 3, Z = 2, R1 = 0.0544,wR2 = 0.0919。
对配合物[Ni_3(C_9H_5N_2O_3Cl_2)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)为三核配合物,属三斜晶系,空间群P‐1,晶胞参数a = 9.2654(11) , b = 13.7345(16) , c = 20.413(2) ,α= 72.078(2),β= 87.002(2),γ= 84.917(2), V = 2461.1(5) 3, Z = 2, R1 = 0.0815, wR2 = 0.1804。
配合物[Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)为三核配合物,有单斜晶系和三斜晶系两种晶型。其中,单斜晶系晶体空间群P2(1)/n,晶胞参数a = 20.88(2) , b = 9.327(9) , c = 26.95(3) ,α= 90,β= 109.83(2),γ= 90, V = 4938(9) 3, Z = 4, R1 = 0.0506, wR2 = 0.1246;三斜晶系晶体空间群P‐1,晶胞参数a = 9.275(9) , b = 13.777(11) , c = 20.466(19) ,α= 71.671(16),β= 86.819(15),γ= 84.710(19), V = 2471(4) 3 , Z = 2, R1 = 0.0566, wR2 = 0.1157。
配合物[Ni_3(C_8H_6N_3O_2S)_2(C_5H_5N)_2]为三核配合物,晶体A属单斜晶系,空间群P2(1)/c,晶胞参数a = 15.040(2) , b = 14.3593(19) , c = 6.2476(8) ,α= 90,β= 98.063(2),γ= 90, V = 1335.9(3) 3 , Z = 2, R1 = 0.0484, wR_2 = 0.0958。
对所合成的配合物进行了催化活性研究,结果发现这四种配合物对尿素分别具有一定的催化作用,其中的[Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2]催化作用相对最强,[Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)的催化作用相对最弱。
In this thesis, four complexes containing N‐chloroacetyl‐salicylhydrazide (H_3cashz), N‐chloroacetyl‐5‐chlorosalicylhydrazide (H_3cacshz), N‐chloroacetyl‐5‐bromosalicylhydrazide (H_3cabshz) and 4‐salicyloyl thiosemi carbazide (H_3st) have been synthesized. IR, 1H NMR、13C NMR and Elemental analysis were used to characterize the compounds. X‐Ray single crystal diffraction measurements were used to characterize the crystals. And the catalytic activities of all the compounds have been studied.
X‐Ray single crystal diffraction measurements were used to characterize the crystals of [Ni_3 (C_9 H_6 N_2 O_3 Cl)_2(C_3 H_7 NO)_2(C5 H5 N)_2], [Ni_3 (C_9 H_5 N_2 O_3 Cl_2 )_2(C_3 H_7NO)_2(C5 H5 N)_2] 2(C_3 H_7 NO), [Ni_3 (C_9 H_6 N_2 O_3 BrCl)_2 (C_3 H_7 NO)_2(C5 H5 N)_2] 2(C_3 H_7NO) and [Ni_3(C_8 H_6 N_3 O_2 S)_2(C5 H5 N)_2]. The crystallographic data are as follows:
The complex of [Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2] is a trinuclear cluster which has been determined in the crystal system monoclinic, space group P2(1)/n, with a = 11.688(2) , b = 9.5831(17) , c = 17.226(3) ,α= 90,β= 92.015(4),γ= 90, V= 1928.2(6) 3 , Z = 2, R1 = 0.0544, wR2 = 0.0919.
The complex of [Ni_3(C_9H_5N_2O_3Cl_2)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3 H_7NO) is a trinuclear cluster which has been determined in the crystal system triclinic, space group P‐1, with a = 9.2654(11) , b = 13.7345(16) , c = 20.413(2) ,α= 72.078(2),β= 87.002(2),γ= 84.917(2), V = 2461.1(5) 3 , Z = 2, R1 = 0.0815,wR2 = 0.1804.
The complex of [Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7 NO) is trinuclear cluster which has been determined in the crystal system monoclinic and Triclinic. The crystal system monoclinic space group P2(1)/n, with a = 20.88(2) , b = 9.327(9) , c = 26.95(3) ,α= 90,β= 109.83(2),γ= 90, V = 4938(9) 3, Z = 4, R1 = 0.0506, wR2 = 0.1246;The crystal system triclinic space group P‐1, with a = 9.275(9) , b = 13.777(11) , c = 20.466(19) ,α= 71.671(16),β= 86.819(15),γ= 84.710(19), V = 2471(4) 3 , Z = 2, R1 = 0.0566, wR2 = 0.1157.
The complex of [Ni_3(C_8H_6N_3O_2S)_2(C_5H_5N)_2] is a trinuclear cluster which has been determined in the crystal system monoclinic, space group P2(1)/c, with a = 15.040(2) , b = 14.3593(19) , c = 6.2476(8) ,α= 90,β= 98.063(2),γ= 90, V = 1335.9(3) 3 , Z = 2, R1 = 0.0484, wR2 = 0.0958.
The catalytic activity for the hydrolysis of urea of all the complexes have been determined, the results show that all of four complexes have certain catalytic activity. Among the four complexes, [Ni_3(C_9H_6N_2O_3Cl)_2 (C_3H_7NO)_2(C_5H_5N)_2] has relatively strongest catalytic activity, [Ni_3(C9H6 N2O3BrCl)_2(C_3H_7NO)_2(C_5H_5 N)_2] 2(C_3H_7NO) has the weakest catalytic activity.
对四种配合物[Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2], [Ni_3(C_9H_5N_2O_3Cl_2)_2 (C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO),[Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)和[Ni_3(C_8H_6N_3O_2S)_2 (C_5H_5N)_2]分别进行了单晶衍射测定,其结构参数如下:
配合物[Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2]为三核配合物,属单斜晶系,空间群P2(1)/n,晶胞参数a = 11.688(2) , b = 9.5831(17) , c = 17.226(3) ,α= 90,β= 92.015(4),γ= 90, V = 1928.2(6) 3, Z = 2, R1 = 0.0544,wR2 = 0.0919。
对配合物[Ni_3(C_9H_5N_2O_3Cl_2)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)为三核配合物,属三斜晶系,空间群P‐1,晶胞参数a = 9.2654(11) , b = 13.7345(16) , c = 20.413(2) ,α= 72.078(2),β= 87.002(2),γ= 84.917(2), V = 2461.1(5) 3, Z = 2, R1 = 0.0815, wR2 = 0.1804。
配合物[Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)为三核配合物,有单斜晶系和三斜晶系两种晶型。其中,单斜晶系晶体空间群P2(1)/n,晶胞参数a = 20.88(2) , b = 9.327(9) , c = 26.95(3) ,α= 90,β= 109.83(2),γ= 90, V = 4938(9) 3, Z = 4, R1 = 0.0506, wR2 = 0.1246;三斜晶系晶体空间群P‐1,晶胞参数a = 9.275(9) , b = 13.777(11) , c = 20.466(19) ,α= 71.671(16),β= 86.819(15),γ= 84.710(19), V = 2471(4) 3 , Z = 2, R1 = 0.0566, wR2 = 0.1157。
配合物[Ni_3(C_8H_6N_3O_2S)_2(C_5H_5N)_2]为三核配合物,晶体A属单斜晶系,空间群P2(1)/c,晶胞参数a = 15.040(2) , b = 14.3593(19) , c = 6.2476(8) ,α= 90,β= 98.063(2),γ= 90, V = 1335.9(3) 3 , Z = 2, R1 = 0.0484, wR_2 = 0.0958。
对所合成的配合物进行了催化活性研究,结果发现这四种配合物对尿素分别具有一定的催化作用,其中的[Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2]催化作用相对最强,[Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7NO)的催化作用相对最弱。
In this thesis, four complexes containing N‐chloroacetyl‐salicylhydrazide (H_3cashz), N‐chloroacetyl‐5‐chlorosalicylhydrazide (H_3cacshz), N‐chloroacetyl‐5‐bromosalicylhydrazide (H_3cabshz) and 4‐salicyloyl thiosemi carbazide (H_3st) have been synthesized. IR, 1H NMR、13C NMR and Elemental analysis were used to characterize the compounds. X‐Ray single crystal diffraction measurements were used to characterize the crystals. And the catalytic activities of all the compounds have been studied.
X‐Ray single crystal diffraction measurements were used to characterize the crystals of [Ni_3 (C_9 H_6 N_2 O_3 Cl)_2(C_3 H_7 NO)_2(C5 H5 N)_2], [Ni_3 (C_9 H_5 N_2 O_3 Cl_2 )_2(C_3 H_7NO)_2(C5 H5 N)_2] 2(C_3 H_7 NO), [Ni_3 (C_9 H_6 N_2 O_3 BrCl)_2 (C_3 H_7 NO)_2(C5 H5 N)_2] 2(C_3 H_7NO) and [Ni_3(C_8 H_6 N_3 O_2 S)_2(C5 H5 N)_2]. The crystallographic data are as follows:
The complex of [Ni_3(C_9H_6N_2O_3Cl)_2(C_3H_7NO)_2(C_5H_5N)_2] is a trinuclear cluster which has been determined in the crystal system monoclinic, space group P2(1)/n, with a = 11.688(2) , b = 9.5831(17) , c = 17.226(3) ,α= 90,β= 92.015(4),γ= 90, V= 1928.2(6) 3 , Z = 2, R1 = 0.0544, wR2 = 0.0919.
The complex of [Ni_3(C_9H_5N_2O_3Cl_2)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3 H_7NO) is a trinuclear cluster which has been determined in the crystal system triclinic, space group P‐1, with a = 9.2654(11) , b = 13.7345(16) , c = 20.413(2) ,α= 72.078(2),β= 87.002(2),γ= 84.917(2), V = 2461.1(5) 3 , Z = 2, R1 = 0.0815,wR2 = 0.1804.
The complex of [Ni_3(C_9H_6N_2O_3BrCl)_2(C_3H_7NO)_2(C_5H_5N)_2] 2(C_3H_7 NO) is trinuclear cluster which has been determined in the crystal system monoclinic and Triclinic. The crystal system monoclinic space group P2(1)/n, with a = 20.88(2) , b = 9.327(9) , c = 26.95(3) ,α= 90,β= 109.83(2),γ= 90, V = 4938(9) 3, Z = 4, R1 = 0.0506, wR2 = 0.1246;The crystal system triclinic space group P‐1, with a = 9.275(9) , b = 13.777(11) , c = 20.466(19) ,α= 71.671(16),β= 86.819(15),γ= 84.710(19), V = 2471(4) 3 , Z = 2, R1 = 0.0566, wR2 = 0.1157.
The complex of [Ni_3(C_8H_6N_3O_2S)_2(C_5H_5N)_2] is a trinuclear cluster which has been determined in the crystal system monoclinic, space group P2(1)/c, with a = 15.040(2) , b = 14.3593(19) , c = 6.2476(8) ,α= 90,β= 98.063(2),γ= 90, V = 1335.9(3) 3 , Z = 2, R1 = 0.0484, wR2 = 0.0958.
The catalytic activity for the hydrolysis of urea of all the complexes have been determined, the results show that all of four complexes have certain catalytic activity. Among the four complexes, [Ni_3(C_9H_6N_2O_3Cl)_2 (C_3H_7NO)_2(C_5H_5N)_2] has relatively strongest catalytic activity, [Ni_3(C9H6 N2O3BrCl)_2(C_3H_7NO)_2(C_5H_5 N)_2] 2(C_3H_7NO) has the weakest catalytic activity.
引文
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