Novel isolable C,C-dichlorophosphaalkenes RP=CCl2 owing to the use of new huge stabilizing groups

Citation
L. Rigon et al., Novel isolable C,C-dichlorophosphaalkenes RP=CCl2 owing to the use of new huge stabilizing groups, PHOSPHOR SU, 152, 1999, pp. 153-167
Citations number
26
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
152
Year of publication
1999
Pages
153 - 167
Database
ISI
SICI code
1042-6507(1999)152:<153:NICROT>2.0.ZU;2-E
Abstract
Three new C,C-dichlorophosphaalkenes RP=CCl2 18-20 have been synthesized fr om the corresponding dichlorophosphines RPCl2 11-13. Compounds 18-20 are st abilized owing to the use of thr very bulky new groups R-1 [2,6-bis(4-methy lphenyl)-4-methylphenyl] and R-3 [2;6-bis(2-methoxyphenyl)-4-methylphenyl] and the known 2,6-dimesityl-4-methylphenyl (R-2). The compounds with a R-3 group ((RI)-I-3: 4, (RPCl2)-P-3: 13, (RPH2)-P-3: 17 and (RP)-P-3=CCl2: 20) exist in the form of two conformational isomers on the NMR time scale. A H- 1 and P-31 NMR dynamic study (for 4 and 13 respectively) allowed the determ ination of the Delta G* of this phenomenon, respectively 18.5 and 18.2 kcal /mol.