Work

Enantioselective [4+1] Annulation of Benzamide with Cyclopropene via Chiral CpXCo(III) Catalysis: A DFT Perspective

Year: 2026

Type: article

Abstract: Asymmetric C–H bond functionalization employing CpXM(III) has gained significant attention in organic synthesis transformations. In this work, the first comprehensive DFT investigation has been performed to gain a better understanding of the origin of enantioselectivity and regioselectivity of Co-catalyzed asymmetric [4+1] annulation of N-chlorobenzamide with cyclopropenes. Our DFT calculations indicate that, although the microkinetic model failed to predict the trans-endo/cis-endo product ratio, the ratio is within the typical intrinsic error margins of DFT calculations. This thorough DFT analysis is a key to advancing the rational design of enantioselective C–H functionalization transformations with chiral CpXM(III) catalysts.

Source: ACS Omega

DOI: 10.1021/acsomega.6c01239

Authors: Bat-El Oded, Haya Kornweitz

Institution: Ariel University

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $1,935

Funder: Ariel University