铱催化的邻苯二甲腈 3,5-双硼化反应可用于制备一系列 C8 取代酞菁。

Iridium-catalysed 3,5-bis-borylation of phthalonitrile enables access to a family of C octaarylphthalocyanines.

机构信息

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, UK.

WestCHEM Department of Pure and Applied Chemistry, University of Strathclyde, Thomas Graham Building, 295 Cathedral Street, Glasgow G1 1XL, UK.

出版信息

Chem Commun (Camb). 2020 Jul 28;56(60):8452-8455. doi: 10.1039/d0cc03161e.

DOI:10.1039/d0cc03161e

PMID:32583832

Abstract

Ir-catalysed borylation of phthalonitrile produces both 4-(Bpin)phthalonitrile (1) and 3,5-bis(Bpin)phthalonitrile (2), which are potential divergent intermediates for the synthesis of functionalized phthalocyanines. To exemplify the utility of 2, we have prepared a series of 3,5-bis-arylphthalonitriles that in turn undergo sterically controlled regioselective cyclotetramization to give previously unknown C4h 1,3,8,10,15,17,22,24-octaarylphthalocyanines.

摘要

铱催化的邻苯二甲腈硼化反应生成了 4-(Bpin)邻苯二甲腈（1）和 3,5-双（Bpin）邻苯二甲腈（2），它们是合成功能化酞菁的潜在分歧中间体。为了说明 2 的用途，我们已经制备了一系列 3,5-双芳基邻苯二甲腈，它们可以进一步进行空间位阻控制的区域选择性环三聚化反应，得到以前未知的 C4h 1,3,8,10,15,17,22,24-八芳基酞菁。