Electrophilic bis-fluorophosphonium dications: Lewis acid catalysts from diphosphines.
Electrophilic bis-fluorophosphonium dications: Lewis acid catalysts from diphosphines.
复制标题
DOI:
10.1039/c5sc00051c
复制
发表时间:
2015-03-01
期刊:
影响因子:
8.4
通讯作者:
Stephan DW
中科院分区:
文献类型:
--
作者:
Holthausen MH;Hiranandani RR;Stephan DW
A series of electrophilic bis-fluorophosphonium dications dervied from diphosphines with naphthalene- and (oligo)methylene-linkers is presented. The resulting Lewis acidity is demonstrated to depend on the spatial proximity between the P moieties as evidenced in several Lewis acid catalyzed transformations. 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.