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

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...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2024-07, Vol.63 (30), p.e202405818-n/a
Main Authors: Richter, Robert C., Biebl, Sonja M., Einholz, Ralf, Walz, Johannes, Maichle‐Mössmer, Cäcilia, Ströbele, Markus, Bettinger, Holger F., Fleischer, Ivana
Format: Article
Language:English
Subjects:
Azaborinine
Catalysts
Crystal structure
Dewar isomer
Energy storage
Internal energy
Isomers
Lewis acid
Lewis acids
Low temperature
Magnetic resonance spectroscopy
NMR spectroscopy
photoisomerization
Silver
Solar energy
Solar heating
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Summary: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 change 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. Molecular solar thermal (MOST) systems offer a promising solution for solar energy storage. We present silver salts as a distinctive catalyst class capable of releasing stored energy from the promising dihydroazaborinine‐based MOST system. Through mechanistic investigations and computational analysis, we gained insights into the silver‐catalyzed thermal back reaction, while revealing the first crystal structure of a Dewar dihydroazaborinine.
ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.202405818