Regioselective Fluorination of Thiophene-Based Heterocycles for Modulation of Multiple Physical Properties in Organic Semiconductors

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-20 DOI:10.1021/acs.orglett.5c00133

Seung Un Ryu, Jaehyoung Koo, Taehyun Kim, Chanhyeok Kim, Taiho Park, Minjun Kim

引用次数: 0

Abstract

Thiophene-based derivatives are cost-effective and promising electron-donating units in high-performance π-conjugated materials for organic electronics. Fluorination is crucial for modulating their electronic and structural properties; however, few studies have been conducted due to synthetic challenges. We developed a fluorination method that enables regioselective fluorination of thiophene-based heterocycles. Our comparative study revealed that the position and number of fluorine atoms fine-tune molecular orbital energies and interactions, providing valuable insights for organic semiconductor applications.

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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.