Selective Control of Photocatalytic [2 + 2] Cycloaddition versus Isomerization Using Anthraquinone Photosensitizers.

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2026-10-30 DOI:10.1021/acs.joc.6c01920

Yalin Li, Peng Wu, Zixuan Zhang, Hui Zhu, Leju Li, Daicai Jiang, Xuefen Liu, Shuping Luo

引用次数: 0

Abstract

Designed anthraquinone photosensitizers enable selective switching between chalcone [2 + 2] cycloaddition and E/Z isomerization. The α-trifluoromethyl group drives isomerization (5:95), whereas the β-tert-butyl group with polychloro substituents promotes cycloaddition (98% yield), a result supported by DFT-derived triplet energies and binding energies. In addition, a relatively high chalcone concentration favors cycloaddition (98%), whereas a low chalcone concentration favors isomerization (98%).

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蒽醌类光敏剂对光催化[2 + 2]环加成与异构化的选择性控制

设计的蒽醌光敏剂可以在查尔酮[2 + 2]环加成和E/Z异构化之间选择性切换。α-三氟甲基促进异构化（5:95），而带有多氯取代基的β-叔丁基促进环加成（98%产率），这一结果得到了dft衍生的三重态能和结合能的支持。此外，相对较高的查尔酮浓度有利于环加成（98%），而较低的查尔酮浓度有利于异构化（98%）。

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

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.