Selenenate Anions (PhSeO − ) as Organocatalyst: Synthesis of trans ‐Stilbenes and a PPV Derivative
Selenenate Anions (PhSeO − ) as Organocatalyst: Synthesis of trans ‐Stilbenes and a PPV Derivative
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DOI：
10.1002/adsc.201901201
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发表时间：
2020-02
影响因子：
5.4
通讯作者：
Zhipeng Zheng;O. Trofymchuk;T. Kurogi;E. Varela;D. Mindiola;P. Walsh
中科院分区：
文献类型：
--
作者：
Zhipeng Zheng;O. Trofymchuk;T. Kurogi;E. Varela;D. Mindiola;P. Walsh
本文介绍了硒酸根阴离子(rSeO-−)作为一种活性有机催化剂催化卤代苄基脱氢偶联合成反式二苯乙烯的反应。结果表明，在上述反应中，−是一种比已报道的硫类似物(亚硫酸盐阴离子，rSo−)和硒阴离子(rSe−)更具活性的催化剂。该催化体系还用于双氯甲基芳烃的苯氯甲基偶联聚合，得到了产率较高的聚对苯乙撑(PPV型)聚合物，平均相对分子质量(MN)达13,000，分散度(Đ)为1.15。
The selenenate anion (RSeO−) is introduced as an active organocatalyst for the dehydrohalogen coupling of benzyl halides to formtrans‐stilbenes. It is shown that RSeO−is a more reactive catalyst than the previously reported sulfur analogues (sulfenate anion, RSO−) and selenolate anions (RSe−) in the aforementioned reaction. This catalytic system was also applied to the benzylic‐chloromethyl‐coupling polymerization (BCCP) of a bis‐chloromethyl arene to form ppv (poly(p‐phenylene vinylene))‐type polymers with high yields, Mn(average molecular weight) up to 13,000 and Đ (dispersity) of 1.15.