Ortho-Carborane-Derived Halogen Bonding Organocatalysts.

IF 16.1 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Angewandte Chemie International Edition Pub Date : 2025-02-14 DOI:10.1002/anie.202424072
Christoph J Vonnemann, Elric Engelage, Sandro Keller, Jas S Ward, Kari Rissanen, Stefan Matthias Huber
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引用次数: 0

Abstract

Multidentate neutral halogen bonding catalysts based on iodinated icosahedral ortho-carborane moieties are introduced. Co-crystallization-studies, calorimetric measurements, and 1H NMR titrations demonstrate their strong binding to halides and neutral compounds, further underlined by quantum-chemical calculations. Thus, their superior Lewis acidity compared to traditional perfluorinated halogen-bond donors has been shown. The iodocarborane catalysts also outperformed the latter in a halide abstraction reaction and catalyzed a nitro-Michael addition reaction, which was previously out of reach for neutral halogen-bonding-based organocatalysts.

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来源期刊
CiteScore
26.60
自引率
6.60%
发文量
3549
审稿时长
1.5 months
期刊介绍: Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.
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