基于非手性邻苯酚胺衍生物的半醌Fe(III)络合物的镜面对称性破缺及其绝对构型关联

引用本文: 赵檑, 万仕刚, 陈成栋, 林以玑, 方雪明, 章慧. 基于非手性邻苯酚胺衍生物的半醌Fe(III)络合物的镜面对称性破缺及其绝对构型关联[J]. 物理化学学报, 2013, 29(06): 1183-1191. doi: 10.3866/PKU.WHXB201304122 shu

Citation: ZHAO Lei, WAN Shi-Gang, CHEN Cheng-Dong, LIN Yi-ji, FANG Xue-Ming, ZHANG Hui. Mirror Symmetry Breaking and Absolute Configuration Correlations of Fe(III) Complexes with Achiral Substituted o-Iminobenzosemiquinonato Ligands[J]. Acta Physico-Chimica Sinica, 2013, 29(06): 1183-1191. doi: 10.3866/PKU.WHXB201304122 shu

基于非手性邻苯酚胺衍生物的半醌Fe(III)络合物的镜面对称性破缺及其绝对构型关联

基金项目:
国家自然科学基金(21273175, 20973136)资助项目 (21273175, 20973136)

摘要:

以2- 苯胺基-4,6- 二叔丁基苯酚(H₂L)和FeCl₂·4H₂O为原料制备了一对手性半醌Fe(III) 络合物Λ-mer-[Fe(L^ISQ)₃]和Δ-mer-[Fe(L^ISQ)₃] (L^ISQ: 2-苯亚胺基-4, 6-二叔丁基苯酚, mer: 经式构型), 通过单晶X射线衍射分析结合单晶压制片膜的固体圆二色(CD)光谱确定了该络合物的绝对构型, 在此基础上建立了此类半醌络合物[M(L^I^SQ)₃] (M=Cr, Fe, Co)的惟手性金属中心绝对构型与固体CD光谱之间的关联. 此外, 还对10份合成的[Fe(L^ISQ)₃]的大宗产物粉末与单晶的固体CD谱进行了比对分析, 以及对1 份合成产物进行10 次重结晶的固体CD 光谱表征. 研究表明该化合物在结晶过程中发生了镜面对称性破缺(MSB), 对映体过量(ee) 值在15%-100%之间.

关键词:

English

Mirror Symmetry Breaking and Absolute Configuration Correlations of Fe(III) Complexes with Achiral Substituted o-Iminobenzosemiquinonato Ligands

1.
State Key Laboratory of Physical Chemistry of Solid Surface, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, P. R. China
Received Date: 25 January 2013
Available Online: 17 May 2013
Fund Project:
国家自然科学基金(21273175, 20973136)资助项目

Abstract:

A pair of chiral o-iminobenzosemiquinonato Fe(III) complexes, Λ-mer- [Fe(L^ISQ)₃] and Δ-mer-[Fe(L^ISQ)₃] (L^ISQ: 2-phenylimino-4, 6-di-tert-butylphenol, mer: meridian configuration), were synthesized from 2-anilino-4,6-di-tert-butylphenol (H₂L) and FeCl₂·4H₂O. Their absolute configurations were determined by single crystal X-ray diffraction (XRD) and solid-state circular dichroism (CD) spectra (the same single crystal for XRD was dispersed in KCl). Correlations between the absolute configurations of the chiral-atmetal o-iminobenzosemiquinonato M(III) complexes [M(L^ISQ)₃] (M=Cr, Fe, Co) and their solid-state CD spectra were also established. Comparison between solid-state CD spectra of the bulk samples from 10 different syntheses and their single crystals were thoroughly analyzed. The solid-state CD spectra of the powdered samples from 10 different crystallizations of one product were characterized. These studies indicated that mirror symmetry breaking (MSB) occurred during the crystallization process of the Fe(III) complexes and their enantiomeric excess (ee) values were between 15% and 100%.

Key words:

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沈阳化工大学材料科学与工程学院沈阳 110142

基于非手性邻苯酚胺衍生物的半醌Fe(III)络合物的镜面对称性破缺及其绝对构型关联

English

Mirror Symmetry Breaking and Absolute Configuration Correlations of Fe(III) Complexes with Achiral Substituted o-Iminobenzosemiquinonato Ligands

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

基于非手性邻苯酚胺衍生物的半醌Fe(III)络合物的镜面对称性破缺及其绝对构型关联

English

Mirror Symmetry Breaking and Absolute Configuration Correlations of Fe(III) Complexes with Achiral Substituted o-Iminobenzosemiquinonato Ligands

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs