铂催化环丙烯与 1,3-二烯的异构化反应

IF 1.5 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Helvetica Chimica Acta Pub Date : 2024-07-05 DOI:10.1002/hlca.202400105

Vladyslav Smyrnov, Antonin Homassel, Leander Choudhury, Jerome Waser

引用次数: 0

摘要

在此，我们报告了铂催化环丙烯与 1,3-二烯的异构化反应。我们以 42-98% 的收率获得了多种二烯化醇。这些产物在与各种二烯烃的 Diels-Alder 环加成反应中的应用证明了它们的合成潜力。同位素标记研究为涉及乙烯基铂碳烯中间体的周环 [1,5]-σ 键重排的机理提供了有力的支持。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Platinum-Catalyzed Isomerization of Cyclopropenes to 1,3-Dienes

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Platinum-Catalyzed Isomerization of Cyclopropenes to 1,3-Dienes

Herein we report a platinum-catalyzed isomerization of cyclopropenes to 1,3-dienes. Diverse dienylated alcohols were obtained in 42–98 % yield. The synthetic potential of the products was demonstrated by their use in Diels–Alder cycloadditions with various dienophiles. Isotope labelling studies provide strong support for a mechanism involving pericyclic [1,5]-σ-bond rearrangement of a vinyl platinum carbene intermediate.

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来源期刊

Helvetica Chimica Acta 化学-化学综合

CiteScore

3.00

自引率

0.00%

发文量

审稿时长

2.3 months

期刊介绍： Helvetica Chimica Acta, founded by the Swiss Chemical Society in 1917, is a monthly multidisciplinary journal dedicated to the dissemination of knowledge in all disciplines of chemistry (organic, inorganic, physical, technical, theoretical and analytical chemistry) as well as research at the interface with other sciences, where molecular aspects are key to the findings. Helvetica Chimica Acta is committed to the publication of original, high quality papers at the frontier of scientific research. All contributions will be peer reviewed with the highest possible standards and published within 3 months of receipt, with no restriction on the length of the papers and in full color.