Diphenyl chloromethane

A fundamentally similar situation is obtained with the initiation of styrene by alkylaluminum halides or trialkylaluminum compounds. In the case of this monomer the demarcation between poor and good coinitiators is perhaps even more evident than with isobutylene. Fig. 2 shows the essential data obtained in a series of experiments in which various alkyl chlorides were added to styrene/Al(C2H5)2Cl charges in methyl chloride 24). Alkyl halides with high R—Cl heterolytic bond dissociation energies are very poor coinitiators compared with those with lower dissociation energies. Thus 3-chloro-l-butene, crotyl chloride, fert-butyl chloride, 1-chloroethylbenzene and diphenyl chloromethane are efficient because the carbocations which arise from these chlorides... 

New quasiphosphonium halides derived from neopentyl diphenyl-phosphinite and dineopentyl phenylphosphonite are reported and it is shown that the attachment of phenyl groups to phosphorus provides enhanced stability. The products, Ph2P(0R)MeX (X = Cl, Br, or I) and PhP(0R)2MeX (X = Br or I) (R = Me3CCH2), are resistant to moist air and can be handled in the open laboratory for the purpose of X-ray diffraction studies (1). The rate of initial reaction between the ester and an alkyl halide increases with the number of phenyl substituents on phosphorus from the diphenyl-phosphinite an adduct with chloromethane can be prepared. 

Treatment of 2,3-diphenyl-lV-tosylcyclopropenimine with triphenylphosphane at 20 C in di-chloromethane/methanol yielded 2,3-diphenyl-3-tosylacrylonitrile. ... 

Reaction of 2,3-diphenyl-A -tosylcyclopropenimine with pyridinium amides in methanol or di-chloromethane at 20 C afforded pyrido[l,2-Z>]pyridazinimines 1. ... 

Phenylthiocarbene, generated by phase-transfer catalysis from (phenylthio)chloromethane adds stereospecifically to ( )-1,2-diphenylethene to provide, 2-trans-2,3-cis-, 2-diphenyl-3-(phenylthio)cyclopropane1. The simple diastereoselectivity of reactions with olefins such as cyclohexene and phenylethene is moderate to good, favoring the endo- or cis-products. For further examples of sulfur-substituted carbenes, see Houben-Weyl Vol. E 19b, pp 1682-1745. 

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