Attempted synthesis of ortho-phenylene phosphino-tritylium cations.

ABSTRACT: With the synthesis of ortho-phenylene phosphino-tritylium cations as an objective, we generated (2-lithiophenyl)diphenylphosphine and (2-lithiophenyl)di-isopropylphosphine and allowed these organolithium reagents to react with benzophenone. The resulting phosphino-triarylcarbinols were allowed to react with HBF4 in the presence of trifluoroacetic anhydride in order to generate the corresponding cations. Instead of the targeted ortho-phenylene phosphino-tritylium, the cations formed in these reactions were identified as the four-membered phosphonium species 7,7-bis(phenyl)-8,8-bis(phenyl)-7-phosphoniabicyclo[4.2.0]octa-1,3,5-triene (3+) and 7,7-bis(phenyl)-8,8-bis(isopropyl)-7-phosphoniabicyclo[4.2.0]octa-1,3,5-triene (4+), which were both isolated as tetrafluoroborate salts. The structure

SUBMITTER: Chansaenpak K 

PROVIDER: S-EPMC5540840 | biostudies-literature | 2017 Aug

REPOSITORIES: biostudies-literature