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通过手性金（III）络合对1,16 - 二羟基四亚苯基进行光学拆分及其作为手性配体在不对称催化中的应用。

Optical resolution of 1,16-dihydroxytetraphenylene by chiral gold(iii) complexation and its applications as chiral ligands in asymmetric catalysis.

作者信息

Guo Jia, Xiong Wen-Bin, Ma Hao-Ran, Fan Luoyi, Zhou You-Yun, Wong Henry N C, Cui Jian-Fang

机构信息

Department of Chemistry, Southern University of Science and Technology 1088 Xueyuan Blvd Shenzhen 518055 China

School of Science and Engineering, The Chinese University of Hong Kong (Shenzhen) 2001 Longxiang Blvd Shenzhen 518172 China.

出版信息

Chem Sci. 2022 Mar 24;13(16):4608-4615. doi: 10.1039/d2sc00388k. eCollection 2022 Apr 20.

DOI:10.1039/d2sc00388k
PMID:35656141
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9020179/
Abstract

We report herein a novel approach involving optical resolution of (±)-1,16-dihydroxytetraphenylene (DHTP) by chiral gold(iii) complexation. This method features several key advantages, , recyclability of chiral resolution reagents, feasibility of scaling up to gram quantities, and operational simplicity. On the basis of this method, which led to optically pure DHTP, a library of 2,15-diaryl ()-DHTPs and several ()-DHTP-derived phosphoramidite ligands were synthesized. Finally, the superior performance of a ()-DHTP phosphoramidite ligand was demonstrated by efficient iridium-catalyzed asymmetric allylic alkynylation reactions.

摘要

我们在此报告一种通过手性金（III）络合对（±）-1,16-二羟基四亚苯基（DHTP）进行光学拆分的新方法。该方法具有几个关键优点，即手性拆分试剂的可回收性、放大至克级的可行性以及操作简便性。基于该方法得到了光学纯的DHTP，合成了一系列2,15-二芳基（）-DHTP以及几种（）-DHTP衍生的亚磷酰胺配体。最后，通过高效的铱催化不对称烯丙基炔基化反应证明了（）-DHTP亚磷酰胺配体的优异性能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca62/9020179/918f29734fa7/d2sc00388k-s8.jpg
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