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Reactions at high pressure, part 18; volumes of activation and of reaction for the wittig reaction

โœ Scribed by Neil S. Isaacs; Obeid Hassan Abed

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
161 KB
Volume
27
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Volumes of activation have been obtained from rate measurements between 1 and 1000 bar of reactions between triphenyl-p-nitrobenzylidenephosphorane d

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the intramolecular cyclisation of furans, 3, proceeds with the following activation characteristics: J(R=Et) has EA= 72.5, H=69. 9 kJmo1 -' s" ,62Jf1 , mol-l, d= -25 cm3mol-'. The results confirm the existence of a negative volume contribution from the approach of reagents in intermolecular analogu

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The Wittig reaction between n-butylidenetriphenylphosphorane and a series of cyclohexanones of increasing steric hindrance around the carbonyl group has been studied at 7 kbar and 15 kbar pressure (0.75-1.5 GPa) and at 40 "C.

The application of high pressure to some
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Wittig reactions, previously shm to be favourably accelerated under pressure have been carried out between the stabilised ylides carboethoxymethylenetriphenylphosphorane and carboethoxyethylidinetriphenylphosphorane with a variety of ketones at 9-10 kbar pressure. Successful formation of tri-and tet