Synthesis, thermal reactivity, and kinetics of stabilized phosphorus ylides, part 2: [(Arylcarbamoyl)(cyano)methylene]triphenylphosphoranes and their thiocarbamoyl analogues | Zendy

Aitken R. Alan | Zendy; AlAwadi Nouria A. | Zendy; ElDusouqui Osman M. E. | Zendy; Farrell Dorcas M. M. | Zendy; Kumar Ajith | Zendy

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Synthesis, thermal reactivity, and kinetics of stabilized phosphorus ylides, part 2: [(Arylcarbamoyl)(cyano)methylene]triphenylphosphoranes and their thiocarbamoyl analogues

Author(s) -

Aitken R. Alan,

AlAwadi Nouria A.,

ElDusouqui Osman M. E.,

Farrell Dorcas M. M.,

Kumar Ajith

Publication year - 2006

Publication title -

international journal of chemical kinetics

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.341

H-Index - 68

eISSN - 1097-4601

pISSN - 0538-8066

DOI - 10.1002/kin.20170

Subject(s) - chemistry , ylide , flash vacuum pyrolysis , pyrolysis , reactivity (psychology) , kinetics , methylene , substituent , pyrolytic carbon , phosphorus , organic chemistry , medicinal chemistry , medicine , physics , alternative medicine , pathology , quantum mechanics

A series of five cyano(arylcarbamoyl) phosphorus ylides 2 and five cyano(arylthiocarbamoyl) phosphorus ylides 3 are prepared and fully characterized. Pyrolytic reaction products of a representative example of each type obtained by flash vacuum pyrolysis technique show that they undergo thermal extrusion of Ph 3 PO or Ph 3 PS. Kinetic study of the gas‐phase pyrolysis of each ylide by static method shows that these reactions are unimolecular and first order with no significant substituent effect, but the thiocarbamoyl ylides 3 react 40–65 times more rapidly than their carbamoyl analogues 2 . © 2006 Wiley Periodicals, Inc. Int J Chem Kinet 38: 496–502, 2006

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