螯合辅助氢甲酰化反应中氢键自组装催化剂的双重功能

Dual functionalities of hydrogen-bonding self-assembled catalysts in chelation-assisted hydroacylation.

作者信息

Park Jung-Woo, Park Ji-Hye, Jun Chul-Ho

机构信息

Department of Chemistry, Center for Bioactive Molecular Hybrid, Yonsei University, Seoul 120-749, Republic of Korea.

出版信息

J Org Chem. 2008 Jul 18;73(14):5598-601. doi: 10.1021/jo800862q. Epub 2008 Jun 21.

DOI:10.1021/jo800862q

PMID:18570474

Abstract

A recyclable catalyst for chelation-assisted hydroacylation of an olefin with primary alcohol was developed using hydrogen-bonding self-assembled catalysts consisting of 2,6-diaminopyridine and barbiturate phosphine-rhodium(I) complex. Upon heating, these two catalysts act as homogeneous catalysts due to cleavage of the hydrogen bond, and these associate to form supramolecular assemblies via hydrogen bonding that can be separated from immiscible product phase upon cooling after the reaction.

摘要

利用由2,6-二氨基吡啶和巴比妥酸酯膦-铑（I）络合物组成的氢键自组装催化剂，开发了一种用于烯烃与伯醇的螯合辅助氢酰化反应的可回收催化剂。加热时，由于氢键的断裂，这两种催化剂作为均相催化剂起作用，并且它们通过氢键缔合形成超分子组装体，在反应后冷却时可以从不互溶的产物相中分离出来。