DFT Study in an Asymmetric Organocatalytic Homologation: Mechanism, Origin of Stereoselectivity

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-01-01 DOI:10.1002/ajoc.202400504

Yang Wang , Donghui Wei

引用次数: 0

Abstract

In the present study, the mechanism, origin of stereoselectivity, and role of catalyst of the organocatalytic homologation reaction between phenyl boronate and trifluoromethyl diazomethane have been theoretically investigated using the density functional theory (DFT) method. Based on the calculations, the in situ generated ethanol plays significant role in triggering the reaction. Moreover, the [1,2]‐boron migration process is the stereoselectivity‐determining step, with the S‐configured isomer being generated predominantly. In addition, NCI analysis is performed to disclose the origin of stereoselectivity.

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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.