Understanding Catalytic Enantioselective C–H Bond Oxidation at Nonactivated Methylenes Through Predictive Statistical Modeling Analysis

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-01-22 DOI:10.1021/acscatal.4c05659

Arnau Call, Andrea Palone, Jordan P. Liles, Natalie P. Romer, Jacquelyne A. Read, Josep M. Luis, Matthew S. Sigman, Massimo Bietti, Miquel Costas

引用次数: 0

Abstract

Enantioselective C(sp³)–H bond oxidation is a powerful strategy for installing functionality in C(sp³)–H rich molecules. Site- and enantioselective oxidation of strong C–H bonds in monosubstituted cyclohexanes with hydrogen peroxide catalyzed by aminopyridine manganese catalysts in combination with alkanoic acids has been recently described. Mechanistic uncertainties and nonobvious enantioselectivity trends challenge development of the full potential of this reaction as a powerful synthetic tool. Herein, we apply predictive statistical analysis to identify mechanistically informative correlations that provide valuable reaction understanding and will guide the future development and optimization of enantioselective C–H oxidation reactions.

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.