Oxindole-Terminated Quinoidal Compounds with Ultrahigh Electron Affinity: Synthesis and Applications

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-14 DOI:10.1021/acs.orglett.5c01060

Tianzuo Wang, Kai Guo, YiBo Shi, Chenhui Xu, Jingjing Shi, Yunfeng Deng, Yanhou Geng

引用次数: 0

Abstract

Six quinoidal compounds terminated by oxindole have been synthesized via selective nucleophilic addition, dehydroxylation, and oxidation. Through the modification of the quinoidal core and terminal benzene rings with fluoride atoms or cyano groups, the LUMO energy levels of the quinoidal compounds can be tuned within the range −4.05 to −4.54 eV. The quinoidal molecules exhibited electron transport behavior and can be used as dopants to dope an oligo(ethylene glycol)-substituted polythiophene.

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具有超高电子亲和力的羰基吲哚端醌类化合物：合成与应用

通过选择性亲核加成、脱羟基和氧化合成了六个以氧吲哚为端部的喹啉类化合物。通过氟原子或氰基修饰quinoidal核心和末端苯环，quinoidal化合物的LUMO能级可以在- 4.05 ~ - 4.54 eV范围内调谐。quinoidal分子表现出电子传递行为，可以作为掺杂剂来掺杂低聚乙二醇取代的聚噻吩。

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

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.