Analysis of the Orbital and Electrostatic Contributions to the Lone Pair-Aromatic Interaction Using Molecular Rotors.

Autor:	Vik EC; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, United States., Li P; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, United States., Madukwe DO; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, United States., Karki I; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, United States., Tibbetts GS; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, United States., Shimizu KD; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, United States.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2021 Nov 05; Vol. 23 (21), pp. 8179-8182. Date of Electronic Publication: 2021 Oct 20.
DOI:	10.1021/acs.orglett.1c02878
Abstrakt:	The attractive interaction between carbonyl oxygens and the π-face of aromatic surfaces was studied using N -phenylimide molecular rotors. The C═O···Ar interactions could stabilize the transition states but were half the strength of comparable C═O···C═O interactions. The C═O···Ar interaction had a significant electrostatic component but only a small orbital delocalization component.
Databáze:	MEDLINE
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