Intramolecular catalyst transfer on silylene group between benzene rings in Suzuki–Miyaura coupling reaction: synthesis of σ−π conjugated cyclic polymers

IF 2.3 4区化学 Q3 POLYMER SCIENCE

Polymer Journal Pub Date : 2024-05-21 DOI:10.1038/s41428-024-00913-w

Natsumi Harada, Rina Yachida, Ryusuke Shimada, Takayoshi Katoh, Sena Hashimoto, Yoshihiro Ohta, Izumi Iwakura, Tsutomu Yokozawa

引用次数: 0

Abstract

The Suzuki–Miyaura coupling reaction of BrC6H4-SiRR’-C6H4Br 1 with phenylboronic acid 3 in the presence of tBu3PPd precatalyst 4 and CsF/18-crown-6 produced a phenyl-disubstituted product, indicating that the Pd catalyst underwent catalyst transfer on the silylene group. The polycondensation of 1 and phenylenediboronic acid 2 yielded cyclic polymers even when excess 1 was used. The obtained cyclic polymers containing the silylene group showed stronger fluorescence in solution than did the methylene counterpart.

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铃木-宫浦偶联反应中苯环间硅烯基的分子内催化剂转移：σ-π共轭环聚合物的合成

在 tBu3PPd 前催化剂 4 和 CsF/18-crown-6 存在下，BrC6H4-SiRR'-C6H4Br 1 与苯硼酸 3 的 Suzuki-Miyaura 偶联反应生成了苯基二取代产物，表明 Pd 催化剂在硅烯基上发生了催化剂转移。即使使用过量的 1，1 和苯二硼酸 2 的缩聚也会产生环状聚合物。与亚甲基聚合物相比，所获得的含亚硅基的环状聚合物在溶液中显示出更强的荧光。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Polymer Journal 化学-高分子科学

CiteScore

5.60

自引率

7.10%

发文量

131

审稿时长

2.5 months

期刊介绍： Polymer Journal promotes research from all aspects of polymer science from anywhere in the world and aims to provide an integrated platform for scientific communication that assists the advancement of polymer science and related fields. The journal publishes Original Articles, Notes, Short Communications and Reviews. Subject areas and topics of particular interest within the journal''s scope include, but are not limited to, those listed below: Polymer synthesis and reactions Polymer structures Physical properties of polymers Polymer surface and interfaces Functional polymers Supramolecular polymers Self-assembled materials Biopolymers and bio-related polymer materials Polymer engineering.