Synthesis 2023; 55(02): 347-353
DOI: 10.1055/a-1840-5680
paper
Special Issue dedicated to Prof. Alain Krief

A Selenenium-Bridged 10-Boratriptycene Lewis Acid

Arnaud Osi
,
Nikolay Tumanov
,
Johan Wouters
,
Aurélien Chardon
,
We acknowledge the University of Namur, the Namur Institute of Structured Matter (NISM) and the Fond National de la Recherche Scientifique (FRS-FNRS) for financial support (grant Nos.: F.4513.18 and T.0012.21 (G.B.), Fonds pour la Formation à la Recherche dans l’Industrie et dans l’Agriculture (FRIA) Ph.D. grant for A.O. (1.E.097.20), and Chargé de recherche - Fonds De La Recherche Scientifique research grant for A.C. (1.B.087.21F).


Dedicated to Prof Alain Krief for his 80th birthday.

Abstract

A non-planar triarylborane and a new member of the boratriptycene family bearing a selenium atom in bridgehead position of triptycene scaffold was generated and isolated as a boron-‘ate’ complex paired with a weakly coordinating anion. With similar electronegativity while possessing longer atom radius with respect to sulfur, the introduction a selenium atom, in the form of a selenenium moiety, at the bridgehead of a triptycene scaffold allows a very precise modification of the pyramidalization of the boron atom environment. Experimental and computational evaluation of the Lewis acidity of this new boratriptycene derivative gave qualitative information on how a modification of the pyramidalization of the boron environment affects alone Lewis acidity parameters of such pyramidal triarylborane.

Supporting Information



Publikationsverlauf

Eingereicht: 21. März 2022

Angenommen nach Revision: 02. Mai 2022

Accepted Manuscript online:
02. Mai 2022

Artikel online veröffentlicht:
09. Juni 2022

© 2022. Thieme. All rights reserved

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