Organometallic complexes with biological molecules, IV. Di‐ and tri‐organotin(IV) amoxicillin derivatives: Solid‐state and solution‐phase spectroscopic investigations
Organometallic complexes with biological molecules, IV. Di‐ and tri‐organotin(IV) amoxicillin derivatives: Solid‐state and solution‐phase spectroscopic investigations
复制标题
与生物分子的有机金属配合物，二有机锡（IV）阿莫西林衍生物：固态和液相光谱研究
DOI：
10.1002/aoc.590090306
复制
发表时间：
1995
期刊：
影响因子：
--
通讯作者：
S. Grimaudo
中科院分区：
文献类型：
--
作者：
L. Pellerito;F. Maggio;M. Consiglio;A. Pellerito;G. Stocco;S. Grimaudo
合成了新的阿莫西林（Amoxicillin - =Amox - =6-[D（-）-β-amino-p-hydroxyphenylacetamido] penicillinate）二、三有机锡（IV）衍生物。分离出的化合物具有R2 SnClAmox.2H2O，R3 SnClAmoxNa. 2 H2O和R2 SnAmox 2. 2 H2O（R=Me，Bu，Ph）三种化学计量类型.红外光谱表明，在R 2 SnClAmox. 2 H 2 O和R 2 SnAmox 2. 2 H 2 O中，Amox −都表现为单阴离子双齿配体，通过酯型羧酸盐和内酰胺羰基与锡（IV）原子配位。在R3 SnClAmoxNa·2 H2O中，Amox通过酰胺羰基与有机锡（IV）配位.在所有的化合物中，水分子不参与配位，通过热重（TG）研究推断。在R2 SnClAmox.2H2O和R3 SnClAmoxNa. 2 H2O中，根据红外光谱和穆斯堡尔谱，提出了在固态下的三角双锥构型，而在R2 SnAmox 2. 2 H2O中，锡的配位几何构型可能是斜梯形双锥，在梯形平面上有两个螯合阿莫西林残基作为双齿配体，并且有机基团位于轴向位置。由穆斯堡尔四极分裂实验计算的C-Sn-C角预测了所有R2 SnAmox 22 H2O衍生物的弯曲骨架。1H和13 C NMR测量表明，R2 SnClAmox.2H0和R2 SnAmox.2H2 O在DMOS-d 6溶液中稳定，保持其固态构型，而R3 SnClAmoxNa. 2 H2 O则解离.通过穆斯堡尔同分异构位移（δ）与锡原子上部分原子电荷（Q-Sn）之间的相关性，对所有新的有机锡化合物的配位假说进行了检验，基于应用于R2 SnClAmox.2H2O和R3 SnClAmoxNa. 2 H2O的理想三角双锥结构和八面体反式-R 2为R 2 SnAmox 2.2H 2 O
Novel di- and tri-organotin(IV) derivatives of amoxicillin (amoxicillin - =Amox - =6-[D(-)-β-amino-p-hydroxyphenylacetamido] penicillinate) have been prepared. The isolated compounds showed stoichiometries of the type R 2 SnClAmox.2H 2 O, R 3 SnClAmoxNa.2H 2 O and R 2 SnAmox 2 .2H 2 O (R=Me, Bu, Ph). The infrared spectra suggest that Amox − , in both R 2 SnClAmox.2H 2 O and R 2 SnAmox 2 .2H 2 O, behaves as a monoanionic bidentate ligand, coordinating the tin(IV) atom through the ester-type carboxylate, as well as through the lactamic carbonyl. In R 3 SnClAmoxNa.2H 2 O, Amox - coordinates the organotin(IV) moieties through the lactamic carbonyl. In all of the compounds, water molecules are not involved in coordinaton, as inferred by thermogravimetric (TG) investigation. In both R 2 SnClAmox.2H 2 O and R 3 SnClAmoxNa.2H 2 O, trigonal bipyramidal configrations are proposed in the solid state, on the basis of infrared (IR) and Mossbauer spectroscopy, while in R 2 SnAmox 2 .2H 2 O the coordination geometry at tin could be a skew-trapezoidal bipyramid, with two chelating amoxicillin residues which act as bidentate ligands in the trapezoidal plane, and with the organic groups in axial positions. The C-Sn-C angles calculated from the experimental Mossbauer quadrupole splitting predict a bent skeleton in all the R 2 SnAmox 2 2H 2 O derivatives. 1 H and 13 C NMR measurements showed that both R 2 SnClAmox.2H o and R 2 SnAmox.2H 2 O are stable in DMOS-d 6 solutions, maintaining their solid-state configuration, while R 3 SnClAmoxNa.2H 2 O dissociates. Coordination hypotheses have been checked through the correlation between the Mossbauer isomer shift (δ) and the partial atomic charge on tin atoms (Q Sn ) performed, for all the new organotin(IV) compounds, on the basis of an equalization procedure applied to idealized trigonal bipyramidal structures for R 2 SnClAmox.2H 2 O and R 3 SnClAmoxNa.2H 2 O and octahedral trans-R 2 for R 2 SnAmox 2 .2H 2 O