Facile Energy Release from Substituted Dewar Isomers of 1,2‑Dihydro-1,2‑azaborinines Catalyzed by Coinage Metal Lewis Acids.

Azaborinine Dewar isomer Lewis acids Silver ohotoisomerization

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
25 Apr 2024
Historique:
revised: 17 04 2024
received: 26 03 2024
accepted: 23 04 2024
medline: 26 4 2024
pubmed: 26 4 2024
entrez: 26 4 2024
Statut: aheadofprint

Résumé

Molecular solar thermal systems (MOST) represent an auspicious solution for the storage of solar energy. We report silver salts as a unique class of catalysts, capable of releasing the stored energy from the promising 1,2-dihydro-1,2-azaborinine based MOST system. Mechanistic investigations provided insights into the silver catalyzed thermal backreaction, concurrently unveiling the first crystal structure of a 2-aza-3-borabicyclo[2.2.0]hex-5-ene, the Dewar isomer of 1,2-dihydro-1,2-azaborinine. Quantification of activation energies by kinetic experiments has elucidated the advantageous energy outcomes associated with Lewis acid catalysts, a phenomenon corroborated through computational analysis. By means of low temperature NMR spectroscopy, mechanistic insights into the coordination of Ag+ to the 1,2-dihydro-1,2-azaborinine were gained.

Identifiants

pubmed: 38665012
doi: 10.1002/anie.202405818
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202405818

Informations de copyright

© 2024 Wiley‐VCH GmbH.

Auteurs

Robert C Richter (RC)

Eberhard Karls Universität Tübingen, Institute of Organic Chemistry, GERMANY.

Sonja M Biebl (SM)

Eberhard Karls Universität Tübingen, Institute of Organic Chemistry, GERMANY.

Ralf Einholz (R)

Eberhard Karls Universität Tübingen, Institute of Organic Chemistry, GERMANY.

Johannes Walz (J)

Eberhard Karls Universität Tübingen, Institute of Organic Chemistry, GERMANY.

Cäcilia Maichle-Mössmer (C)

Eberhard Karls Universität Tübingen, Institute of Inorganic Chemistry, GERMANY.

Markus Ströbele (M)

Eberhard Karls Universität Tübingen, Institute of Inorganic Chemistry, GERMANY.

Holger F Bettinger (HF)

Eberhard Karls Universität Tübingen, Institute of Organic Chemistry, GERMANY.

Ivana Fleischer (I)

Eberhard Karls Universitat Tubingen, Institute of organic Chemistry, Auf der Morgenstelle 18, 72076, Tübingen, GERMANY.

Classifications MeSH