Unveiling the importance of catalyst framework and non covalent interactions in an asymmetric Fe-catalyzed O-H insertion: insights from computational tools

Balhara, R and Jindal, G (2024) Unveiling the importance of catalyst framework and non covalent interactions in an asymmetric Fe-catalyzed O-H insertion: insights from computational tools. In: Chemical Communications .

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Abstract

Fe-based catalysts as well as enzymes typically yield low stereoselectivity for carbene insertion into X-H bonds. Here, we have utilized DFT methods to understand the mechanism and unusually high enantioselectivity in an Fe-spiroBox catalyzed carbene insertion reaction into the O-H bond of aliphatic alcohols. Our transition state model shows a unique binding of the reaction intermediates to the chiral catalyst enabled by weak non covalent interactions that is absent in other X-H insertion reactions. © 2024 The Royal Society of Chemistry.

Item Type:	Journal Article
Publication:	Chemical Communications
Publisher:	Royal Society of Chemistry
Additional Information:	The copyright for this article belongs to the publisher.
Keywords:	Catalysis; Enantioselectivity; Reaction intermediates; Stereocenters, Carbene insertion; Computational tools; DFT method; Fe-based catalysts; High enantioselectivity; Insertion reactions; Non-covalent interaction; O-H insertion; X-H bond; ]+ catalyst, Stereoselectivity
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	22 Sep 2024 09:58
Last Modified:	22 Sep 2024 09:58
URI:	http://eprints.iisc.ac.in/id/eprint/86283

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