UNEXPECTED STAUDINGER REACTION OF ALPHA-AZIDOPHENYLACETONITRILE AND TRIPHENYLPHOSPHINE - SYNTHESIS AND CRYSTAL-STRUCTURE OF AMINOTRIPHENYLPHOSPHONIUM SALT OF PHENYLMALONONITRILE
P. Molina et al., UNEXPECTED STAUDINGER REACTION OF ALPHA-AZIDOPHENYLACETONITRILE AND TRIPHENYLPHOSPHINE - SYNTHESIS AND CRYSTAL-STRUCTURE OF AMINOTRIPHENYLPHOSPHONIUM SALT OF PHENYLMALONONITRILE, Journal of the Chemical Society, Chemical Communications, (13), 1995, pp. 1387-1389
Staudinger reaction of alpha-azidophenylacetonitrile with triphenyl ph
osphine in 1:2 molar ratio provides the triphenylphosphinazine derived
from alpha-diazophenylacetonitrile, whereas in 2:1 molar ratio the fi
nal product is found to be the aminotriphenylphosphonium salt of pheny
l malononitrile; X-ray structure analysis of this salt indicates that
the anion and cation interact with one another via hydrogen bonding.