Super-basic nitriles
- 1 January 1993
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 625-627
- https://doi.org/10.1039/p29930000625
Abstract
Alkyl substitution on the amino nitrogen, vinylogy (but not benzology), iminology, and alkyl substitution on the functional carbon of the amidine skeleton in cyanamide iminologues increase the hydrogen-bonding basicity of cyanamide and produce, on the pKHB scale, super-basic nitriles more basic than tertiary amines. On the gas-phase basicity scale iminology also increases the basicity of cyanamide, but sp-nitrogen bases remain less basic than sp2- or sp3-nitrogen bases.Keywords
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