Synthesis and isolation of a perchlorotriphenylcarbonium salt

✍ Scribed by M. Ballester; J. Riera-Figueras; A. Rodríguez-Siurana

• Book ID: 104249269
• Publisher: Elsevier Science
• Year: 1970
• Tongue: French
• Weight: 151 KB
• Volume: 11
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)98542-9

✦ Synopsis

THE synthesis of a number of carbon free radicals possessing extraordinarily high inertness has been announced recently,i a most remarkable example being the perchlorotriphenylmethyl (PTM) radical (I). Such unusual behavior is ascribed to essentially complete steric shielding of the normally reactive tricovalent central carbon by two triads of ortho chlorines and the three benzene rings. The authors wish to report now the synthesis and isolation of a stable salt of the corresponding chlorocarbon cation: the perchlorotriphenylcarbonium hexachloroantimoniate (II). This salt can be obtained in an almost quantitative yield either from I, or from perchloro-3-diphenylmethylenecyclohexa-1,4-diene (III),* by reaction with antimonium pentachloride in sulfuryl chloride. It consists of dark-green crystals with a reddish reflectance.

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