HYDROGEN-BOND BASICITY OF NITRILES

Authors
BERTHELOT M HELBERT M LAURENCE C LEQUESTEL JY
Citation
M. Berthelot et al., HYDROGEN-BOND BASICITY OF NITRILES, Journal of physical organic chemistry, 6(5), 1993, pp. 302-306
Citations number
24
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
Journal of physical organic chemistry → ACNP
ISSN journal
08943230
Volume
6
Issue
5
Year of publication
1993
Pages
302 - 306
Database
ISI
SICI code
0894-3230(1993)6:5<302:HBON>2.0.ZU;2-0
Abstract
A thermodynamic hydrogen-bond basicity scale, pK(HB), and a spectrosco pic hydrogen-bond basicity scale, DELTAnu(OH), were measured which per mitted the construction of the solute hydrogen-bond basicity scale, be ta2H, for 71 nitriles embracing a wide range of structures from trichl oroacetonitrile to cyanamides. Field, resonance, and polarizability co ntributions of the X substituents to the hydrogen-bond basicity of XCN compounds were established. Steric effects do not contribute to the h ydrogen-bond basicity of nitriles.