"具有离子液体和磺酸分子的新型无金属卟啉，用于可见光辅助的杂环化合物与芳基卤化物的 C-N 光催化偶联反应

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-12-01 DOI:10.1002/ajoc.202400337

Piyush Radheshyam Yadav , Pundlik Rambhau Bhagat

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引用次数: 0

摘要

本文首次利用新型咪唑基Brønsted酸官能化卟啉（ImBAFPc），探索了常温下1,2,4-三唑n取代的无金属Buchwald-Hartwig型光催化方法。用紫外-可见分光光度计测定其能带隙和哈米特酸度。1.06 eV的能带隙支持可见光区辐射的吸收。在自制的光反应器中，在5w LED的照射下，采用异相、可回收的ImBAFPc光催化剂，实现了1,2,4-三唑与各种Ar−X的n -芳基化反应。该方案耐受给电子和吸引Ar - X，包括灭活的氯苯，提供具有良好收率的芳基化三唑。在环境光催化条件下。

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“Novel Metal‐Free Porphyrin with Ionic Liquid and Sulphonic Acid Moieties for Visible Light Assisted Photocatalytic C−N Coupling of Heterocyclic Compounds with Aryl Halides”

Metal‐free Buchwald‐Hartwig type photocatalytic approach for N‐substitution of 1,2,4‐triazole at normal temperature was explored for the first‐time using novel imidazolium based Brønsted acid functionalized porphyrin (ImBAFPc). The energy band gap and Hammett acidity were determined by UV‐Vis spectrophotometer. The energy band gap, 1.06 eV supported absorption of radiation in the visible region. The N‐arylation of 1,2,4‐triazole with various Ar−X was achieved in a home‐made photoreactor by heterogeneous, recyclable ImBAFPc photocatalyst under irradiation of 5 W LED with good yields. The protocol tolerated electron donating and attracting Ar−X, including inactivated chlorobenzene, affording the arylated triazole with admirable yields. under ambient photocatalytic conditions.

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.