Synthesis of (p-nitroaryl)diarylmethanes via vicarious nucleophilic substitution of hydrogen

Authors
Makosza, M Surowiec, M Voskresensky, S
Citation
M. Makosza et al., Synthesis of (p-nitroaryl)diarylmethanes via vicarious nucleophilic substitution of hydrogen, SYNTHESIS-S, (9), 2000, pp. 1237-1240
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
9
Year of publication
2000
Pages
1237 - 1240
Database
ISI
SICI code
0039-7881(200008):9<1237:SO(VVN>2.0.ZU;2-J
Abstract
(p-Nitroaryl)diarylmethanes are readily prepared via vicarious nucleophilic substitution of hydrogen in nitroarenes with carbanions of diarylmethyl p- chlorophenyl sulfide. These carbon-ions are efficient reagents for introduc tion of diarylmethyl substituents in the para position of nitroarenes via t he VNS reaction. The reaction does not proceed ortho to the nitro group due to steric hindrances on tie addition step.