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Electrophilic bis-fluorophosphonium dications: Lewis acid catalysts from diphosphines.

ABSTRACT: Stepwise oxidation of 1,8-bis(diphenylphosphino)naphthalene and a series of (oligo)methylene-linked diphosphines with XeF₂ followed by fluoride abstraction yields a family of compounds featuring phosphine, phosphonium and phosphorane moieties in close proximity. The bisphosphonium ions [(C₁₀H₆)(Ph₂PF)₂]²⁺ (5) and [CH₂(Ph₂PF)₂]²⁺ (9a) exhibit remarkable Lewis acidity arising from the proximity of the phosphonium centers. The effectiveness of bisphosphonium dications (5, 9a-e) is examined in a series of Lewis acid catalysed transformations.

SUBMITTER: Holthausen MH

PROVIDER: S-EPMC5496503 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Electrophilic bis-fluorophosphonium dications: Lewis acid catalysts from diphosphines.

Holthausen Michael H MH Hiranandani Rashi R RR Stephan Douglas W DW

Chemical science 20150127 3

Stepwise oxidation of 1,8-bis(diphenylphosphino)naphthalene and a series of (oligo)methylene-linked diphosphines with XeF2 followed by fluoride abstraction yields a family of compounds featuring phosphine, phosphonium and phosphorane moieties in close proximity. The bisphosphonium ions [(C10H6)(Ph2PF)2]2+ (5) and [CH2(Ph2PF)2]2+ (9a) exhibit remarkable Lewis acidity arising ...[more]

PMID: 28717457

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