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Reactivity and Stability of a Ring-Expanded N-Heterocyclic Carbene Copper(I) Boryl Imidinate.
- Source :
-
Inorganics . Sep2022, Vol. 10 Issue 9, pN.PAG-N.PAG. 10p. - Publication Year :
- 2022
-
Abstract
- Frustrated Lewis pairs (FLPs) have evolved from a revolutionary concept to widely applied catalysts. We recently reported the ring-expanded N-heterocyclic carbene supported copper(I) boryliminomethanide, (6-Dipp)CuC(=NtBu)Bpin and noted it reacted with heterocumulenes in a fashion reminiscent of FLPs. We thus set out to explore its reactivity with a range of other substrates known to react with FLPs. This was undertaken by a series of synthetic studies using NMR spectroscopy, mass spectrometry, IR spectroscopy, and single crystal X-ray crystallography. (6-Dipp)CuC(=NtBu)Bpin was investigated for its reactivity towards water, hydrogen, and phenylacetylene. Its solution stability was also explored. Upon heating, (6-Dipp)CuC(=NtBu)Bpin decomposed to (6-Dipp)CuCN, which was characterised by SC-XRD and NMR spectroscopy, and pinBtBu. Although no reaction was observed with hydrogen, (6-Dipp)CuC(=NtBu)Bpin reacted with water to form (6-Dipp)CuC(=N(H)tBu)B(OH)pin, which was structurally characterised. In contrast to its FLP-reminiscent heterolytic cleavage reactivity towards water, (6-Dipp)CuC(=NtBu)Bpin acted as a Brønsted base towards phenyl acetylene generating (6-Dipp)CuCCPh, which was characterised by SC-XRD, IR, and NMR spectroscopy, and HC(=NtBu)Bpin [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 23046740
- Volume :
- 10
- Issue :
- 9
- Database :
- Academic Search Index
- Journal :
- Inorganics
- Publication Type :
- Academic Journal
- Accession number :
- 159301112
- Full Text :
- https://doi.org/10.3390/inorganics10090135