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双芳基茚醇:构象固定导致基于 6π-电环化的光致变色的非凡性质。

Bisarylindenols: fixation of conformation leads to exceptional properties of photochromism based on 6π-electrocyclization.

机构信息

Graduate School of Engineering, Yokohama National University, Tokiwadai, Hodogaya, Yokohama 240-8501, Japan.

出版信息

Chem Commun (Camb). 2012 Dec 18;48(97):11838-40. doi: 10.1039/c2cc35793c.

DOI:10.1039/c2cc35793c
PMID:23019570
Abstract

Thermally irreversible photochromic 1-tert-butyl-substituted 2,3-bisthiazolylindenol has been synthesized. It showed perfect diastereoselectivity and high ring-closing quantum yield with high conversion ratio to the closed form. The collaborative interaction of two intramolecular hydrogen bonds and the steric restriction fixed the conformation in favour of cyclization in a highly diastereoselective manner.

摘要

热不可逆光致变色 1-叔丁基取代 2,3-双噻唑基茚醇已被合成。它表现出完美的非对映选择性和高的闭环量子产率,转化率高,生成闭环形式。两个分子内氢键的协同相互作用和空间位阻固定了有利于环化的构象,从而以高度非对映选择性的方式进行。

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