1′-碘代二茂铁甲醛肟酯的设计与合成

高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (1): 79.

1′-碘代二茂铁甲醛肟酯的设计与合成

郭建2, 吴凯强2, 陈欣2, 袁耀锋1,2

1. 福州大学福建省光催化重点实验室-省部共建国家重点实验室培育基地, 福州 350002;
2. 福州大学化学系, 福州 350108

收稿日期:2009-04-07 出版日期:2010-01-10 发布日期:2010-01-10
通讯作者: 袁耀锋, 男, 博士, 教授, 主要从事有机合成研究. E-mail: yaofeng_yuan@fzu.edu.cn
基金资助:
国家自然科学基金(批准号: 20772016)、留学回国人员科研启动基金和福州大学光催化省部共建国家重点实验室培育基地开放课题(批准号: K-081009) 资助.

Design, Synthesis and Crystal Structure of 1′-Iodoferrocenecarbaldehyde Oxime Esters

GUO Jian2, WU Kai-Qiang2, CHEN Xin2, YUAN Yao-Feng1,2*

1. State Key Laboratory Breeding Base of Photocatalysis, Fuzhou University, Fuzhou 350002, China;
2. Department of Chemistry, Fuzhou University, Fuzhou 350108, China

Received:2009-04-07 Online:2010-01-10 Published:2010-01-10
Contact: YUAN Yao-Feng. E-mail: yaofeng_yuan@fzu.edu.cn
Supported by:
国家自然科学基金(批准号: 20772016)、留学回国人员科研启动基金和福州大学光催化省部共建国家重点实验室培育基地开放课题(批准号: K-081009) 资助.

摘要/Abstract

摘要：

以含多功能团的1′-碘代二茂铁甲醛为起始原料, 设计合成了4种1′-碘代二茂铁甲醛肟酯类化合物3a～3d, 并用IR, 1H NMR, MS和元素分析对其结构进行了确认, 其中化合物3a的单晶结构经X射线单晶衍射确证其属单斜晶系(Monoclinic), P2(1)/n空间群, 晶胞参数: a=0.6328(3) nm, b=1.0634(7) nm, c=2.3815(13) nm, α=90°, β=93.546(19)°, γ=90°, Z=4, μ=2.883 mm-1, Dc=1.910 g/cm3, F(000)=896. 晶胞堆积图证明化合物3a的分子之间通过电子的授受作用、π-π堆积和氢键等弱相互作用组装成三维四方形管状空穴结构. 这种空穴结构可以选择性地对客体分子进行识别.

关键词: 二茂铁甲醛肟; π-π堆积; 氢键; 自组装

Abstract:

The multi-functional 1′-iodoferrocenecarbaldehyde is a versatile building block in organic synthesis. Four novel 1′-iodoferrocenecarbaldehyde oxime esters were designed and synthesized on the basis of 1′-iodoferrocenecarbaldehyde. The compounds were confirmed by means of elemental analysis, IR spectrum, 1H NMR, MS and X-ray single-crystal diffraction analysis. The crystal of compound 3a belongs to a monoclinic system, space group P2(1)/n with cell parameters a=0.6328(3) nm, b=1.0634(7) nm, c=2.3815(13) nm, α=90°, β=93.546(19)°, γ=90°, Z=4, μ=2.883 mm-1, Dc=1.910 g/cm3, F(000)=896. The crystal structure of compound 3a shows that the molecules can form three-dimension supramolecular cavity assemblies via hydrogen bond, static interaction and aromatic π-π stacking interactions. This special assemblies could selectively recognise some of the guest molecules.

Key words: Ferrocenecarbaldehyde oxime; π-π Stacking interaction; Hydrogen bond; Self-assembly

TrendMD:

郭建2, 吴凯强2, 陈欣2, 袁耀锋1,2. 1′-碘代二茂铁甲醛肟酯的设计与合成. 高等学校化学学报, 2010, 31(1): 79.

GUO Jian2, WU Kai-Qiang2, CHEN Xin2, YUAN Yao-Feng1,2*. Design, Synthesis and Crystal Structure of 1′-Iodoferrocenecarbaldehyde Oxime Esters. Chem. J. Chinese Universities, 2010, 31(1): 79.