Substitution and electron transfer in diborane-quinone systems

The dual reactivity of boron compounds as Lewis acids and electron donors has spurred the development of a metallomimetic chemistry of boron compounds as a topical research theme. In this work we elaborate on the reaction of specially-designed diborane(4) compounds with quinones, as a prime example...

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Main Authors: Vogler, Daniel (Author) , Krauß, Julian (Author) , Kaczun, Tobias (Author) , Dulatahu, Gent (Author) , Kaifer, Elisabeth (Author) , Himmel, Hans-Jörg (Author)
Format: Article (Journal)
Language:English
Published: March 20, 2025
In: Chemistry - a European journal
Year: 2025, Volume: 31, Issue: 17, Pages: 1-14
ISSN:1521-3765
DOI:10.1002/chem.202404584
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202404584
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202404584
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Author Notes:Daniel Vogler, Julian Krauß, Tobias Kaczun, Gent Dulatahu, Elisabeth Kaifer, and Hans-Jörg Himmel

MARC

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520 |a The dual reactivity of boron compounds as Lewis acids and electron donors has spurred the development of a metallomimetic chemistry of boron compounds as a topical research theme. In this work we elaborate on the reaction of specially-designed diborane(4) compounds with quinones, as a prime example showing their dual (metallomimetic) chemistry as a Lewis acid and electron donor. The quinone is first coordinated to the diborane and then reduced by intramolecular electron transfer from the B−B bond to a quinone π* orbital. A variety of substitution reactions of the catecholate-diborane reaction product was carried out, leading to new catecholato-diborane compounds and thereby shedding light on the likely mechanisms. Notably, the results disclose the importance of a facile coordination-mode change of the catecholato ligand (end-on to bridging) for substitution reactions and for the diborane-quinone reactions. The results contribute to the further advancement in the use of diboranes with dual reactivity for substrate binding and reduction. 
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