A focus on substituents effect in the force-promoted disrotatory ring-opening of cis-cyclobutenes

IF 7.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Chemical Science Pub Date : 2025-04-15 DOI:10.1039/D5SC90082D
Lei Chen and Guillaume De Bo
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Abstract

Symmetry-forbidden reactions are notoriously difficult to investigate as they are typically overshadowed by the corresponding symmetry-allowed pathway. Mechanical activation allows access to reaction pathways disfavoured using other methods of activation, such as the symmetry-forbidden disrotatory ring-opening of substituted cis-cyclobutenes. In a recent publication, Bowser, et al. have studied the effects of various substituents on this reaction using atomic force microscopy and computational analysis (B. H. Bowser, C. L. Brown, J. Meisner, T. B. Kouznetsova, T. J. Martínez and S. L. Craig, Chem. Sci., 2025, https://doi.org/10.1039/D5SC00253B). The largest effect is observed with substituents close to the scissile bond having the ability to stabilise the diradical character of the disrotatory ring-opening reaction pathway.

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关注取代基在力促进顺式-环丁烯歧化开环中的影响
众所周知,对称性禁止反应很难研究,因为它们通常被相应的对称性允许途径所掩盖。机械活化可以达到其他活化方法所不能达到的反应途径,例如取代顺式环丁烯的对称禁止旋开环。在最近发表的一篇文章中,Bowser等人利用原子力显微镜和计算分析研究了各种取代基对该反应的影响(b.h. Bowser, c.l. Brown, J. Meisner, t.b. Kouznetsova, t.j. Martínez和S. L. Craig, Chem.)。科学。, 2025, https://doi.org/10.1039/D5SC00253B)。最大的影响是观察到的取代基接近可剪键,具有稳定的扭开环反应途径的双基特性的能力。
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来源期刊
Chemical Science
Chemical Science CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
14.40
自引率
4.80%
发文量
1352
审稿时长
2.1 months
期刊介绍: Chemical Science is a journal that encompasses various disciplines within the chemical sciences. Its scope includes publishing ground-breaking research with significant implications for its respective field, as well as appealing to a wider audience in related areas. To be considered for publication, articles must showcase innovative and original advances in their field of study and be presented in a manner that is understandable to scientists from diverse backgrounds. However, the journal generally does not publish highly specialized research.
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