Journal article
Mechanochemical Mediated Coexistence of B←N Coordination and Hydrogen Bonding
Angewandte Chemie, Vol.135(35), e202308350
08/28/2023
DOI: 10.1002/ange.202308350
Abstract
Mechanochemistry afforded a photoactive cocrystal via coexisting (B)O−H⋅⋅⋅N hydrogen bonds and B←N coordination. Specifically, solvent-free mechanochemical ball mill grinding and liquid-assisted grinding of a boronic acid and an alkene resulted in mixtures of hydrogen-bonded and coordinated complexes akin to mixtures of noncovalent complexes that can be obtained in solution in equilibria processes. The alkenes of the hydrogen-bonded assembly undergo an intermolecular [2+2] photodimerization in quantitative conversion, effectively reporting the outcome of the self-assembly processes. Our results suggest that interplay involving noncovalent bonds subjected to mechanochemical conditions can lead to functional solids where, in the current case, the structure composed of the weaker hydrogen bonding interactions predominates.
Details
- Title: Subtitle
- Mechanochemical Mediated Coexistence of B←N Coordination and Hydrogen Bonding
- Creators
- Maria Guadalupe Vasquez-Rios - Department of Chemistry University of Iowa Iowa City IA 52242-1294 USAGonzalo Campillo-Alvarado - Reed CollegeLeonard R. MacGillivray - University of Iowa
- Resource Type
- Journal article
- Publication Details
- Angewandte Chemie, Vol.135(35), e202308350
- DOI
- 10.1002/ange.202308350
- ISSN
- 0044-8249
- eISSN
- 1521-3757
- Grant note
- DOI: 10.13039/100000001, name: National Science Foundation, award: DMR-2221086, DMR-1708673, CHE-1828117; DOI: 10.13039/501100003141, name: Consejo Nacional de Ciencia y Tecnología; DOI: 10.13039/100000937, name: M.J. Murdock Charitable Trust, award: NS-202222588, FSU-202118942
- Language
- English
- Electronic publication date
- 07/17/2023
- Date published
- 08/28/2023
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
- Record Identifier
- 9984445545702771
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