铀酰-Salophen受体对α,β-不饱和羰基化合物及手性客体的分子识别

引用本文: 高莎, 兰文波, 林英武, 廖力夫, 聂长明. 铀酰-Salophen受体对α,β-不饱和羰基化合物及手性客体的分子识别[J]. 物理化学学报, 2016, 32(3): 683-690. doi: 10.3866/PKU.WHXB201512302 shu

Citation: GAO Sha, LAN Wen-Bo, LIN Ying-Wu, LIAO Li-Fu, NIE Chang-Ming. Molecular Recognition of α,β-Unsaturated Carbonyl Compounds and Chiral Guests by Uranyl-Salophen Receptors[J]. Acta Physico-Chimica Sinica, 2016, 32(3): 683-690. doi: 10.3866/PKU.WHXB201512302 shu

铀酰-Salophen受体对α,β-不饱和羰基化合物及手性客体的分子识别

1.
南华大学化学化工学院, 湖南衡阳 421001

通讯作者: 聂长明

基金项目:
国家自然科学基金(11275090) (11275090)

湖南省自然科学基金(12JJ9006,2015JJ1012) (12JJ9006,2015JJ1012)

湖南省教育厅科学研究基金(12A116)资助项目 (12A116)

摘要: 基于密度泛函理论(DFT)的计算方法,研究了不对称铀酰-salophen 受体对α,β-不饱和羰基化合物客体及手性小分子的分子识别。理论计算结果表明:配合物中受体的U原子与客体的O3 原子配位,且受体与客体之间结合能随受体上芳环取代基的增大而增大;R₂,R₃-系列配合物中U―O3 键的稳定性比R₁-系列的更强;配位后的α,β-不饱和羰基化合物中C＝C与C＝O之间的共轭效应减弱。而且,通过圆二色谱(CD)及结合能计算表明:芘基铀酰-salophen (受体3)对(R)-1-(2-萘基)乙胺的分子识别选择性优于(S)-1-(2-萘基)乙胺。因而,这些研究结果为不对称铀酰-salophens 具有分子识别能力提供了新的信息。

关键词:

English

Molecular Recognition of α,β-Unsaturated Carbonyl Compounds and Chiral Guests by Uranyl-Salophen Receptors

1.
School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, Hunan Province, P. R. China

Corresponding author: 聂长明

Received Date: 10 November 2015
Available Online: 30 December 2015
Fund Project:
国家自然科学基金(11275090)

湖南省自然科学基金(12JJ9006,2015JJ1012)

湖南省教育厅科学研究基金(12A116)资助项目

Abstract: Based on density functional theory (DFT) calculations, the molecular recognition of α,β-unsaturated carbonyl compounds and chiral molecules by uranyl-salophen receptors was investigated theoretically. The results showed that the U atom of the receptors was coordinated by the O3 atom of the guests, and the binding energies between receptors and guests increased with the enlargement of the aromatic substituent of the uranylsalophen receptors. In addition, the U―O3 coordination bonds of R₂-and R₃-series complexes are more stable than those of R₁-series complexes, and the conjugation between the C＝C and C＝O bonds of the α,β-unsaturated carbonyl compounds in the coordination complexes was weakened. Moreover, according to circular dichroism (CD) spectra and binding-energy calculations, the molecular-recognition selectivity of an asymmetrical pyrenyl uranyl-salophen (receptor 3) for (R)-1-(2-naphthyl)ethylamine was much higher than that for (S)-1-(2-naphthyl)ethylamine. These results shed new light on the recognition ability of asymmetric uranyl-salophens.

Key words:

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沈阳化工大学材料科学与工程学院沈阳 110142

铀酰-Salophen受体对α,β-不饱和羰基化合物及手性客体的分子识别

通讯作者: 聂长明

English

Molecular Recognition of α,β-Unsaturated Carbonyl Compounds and Chiral Guests by Uranyl-Salophen Receptors

Corresponding author: 聂长明

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

铀酰-Salophen受体对α,β-不饱和羰基化合物及手性客体的分子识别

通讯作者: 聂长明

English

Molecular Recognition of α,β-Unsaturated Carbonyl Compounds and Chiral Guests by Uranyl-Salophen Receptors

Corresponding author: 聂长明

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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