Electrophilic bis-fluorophosphonium dications: Lewis acid catalysts from diphosphines

被引：54
作者：
Holthausen, Michael H. [1 ]
Hiranandani, Rashi R. [1 ]
Stephan, Douglas W. [1 ,2 ]
机构：
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
[2] King Abdulaziz Univ, Fac Sci, Dept Chem, Jeddah 21589, Saudi Arabia
来源：
CHEMICAL SCIENCE | 2015年 / 6卷 / 03期
基金：
加拿大自然科学与工程研究理事会;
关键词：
MOLECULAR-STRUCTURES; PHOSPHONIUM SALTS; CARBONYL DIFLUORIDE; BOND ACTIVATION; NMR-SPECTRA; 1,8-BIS(DIPHENYLPHOSPHINO)NAPHTHALENE; PHOSPHINE; CATIONS; CO2; HYDROGENATION;
D O I：
10.1039/c5sc00051c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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.
引用
收藏
页码：2016 / 2021
页数：6
相关论文
共 78 条
[41]   1,8-BIS(DIPHENYLPHOSPHINO)NAPHTHALENE - A RIGID CHELATING, DIPHOSPHINE ANALOG OF PROTON SPONGE [J].
JACKSON, RD ;
JAMES, S ;
ORPEN, AG ;
PRINGLE, PG .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 458 (1-2) :C3-C4
[42]   Metal-free hydrogen activation and hydrogenation of imines by 1,8-bis(dipentafluorophenylboryl)naphthalene [J].
Jiang, Chunfang ;
Blacque, Olivier ;
Berke, Heinz .
CHEMICAL COMMUNICATIONS, 2009, (37) :5518-5520
[43]   1,2-BIS(ORGANOSTANNYL)ETHANES AS POWERFUL BIDENTATE LEWIS-ACIDS - CRYSTAL-STRUCTURES OF (PH2CLSNCH2)2.(ME2N)2PO AND [PH3P=N=PPH3][(PH2CLSNCH2)2.CL] [J].
JURKSCHAT, K ;
HESSELBARTH, F ;
DARGATZ, M ;
LEHMANN, J ;
KLEINPETER, E ;
TZSCHACH, A ;
MEUNIERPIRET, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 388 (03) :259-271
[44]   Discovery of Methylaluminoxane as Cocatalyst for Olefin Polymerization [J].
Kaminsky, Walter .
MACROMOLECULES, 2012, 45 (08) :3289-3297
[45]  
Karaçar A, 2001, Z ANORG ALLG CHEM, V627, P2589, DOI 10.1002/1521-3749(200112)627:12<2589::AID-ZAAC2589>3.0.CO
[46]  
2-R
[47]   Oxidation reactions of 1,8-bis(phosphino)naphthalenes:: Syntheses and molecular structures of bis(phosphine oxides) and of a bis(phosphine sulfide) [J].
Karaçar, A ;
Freytag, M ;
Thönnessen, H ;
Omelanczuk, J ;
Jones, PG ;
Bartsch, R ;
Schmutzler, R .
HETEROATOM CHEMISTRY, 2001, 12 (02) :102-113
[48]   GEMINAL BIS(HALOORGANOSTANNANES) AND THEIR COMPLEXATION AS MONODENTATE AND BIDENTATE LEWIS-ACIDS WITH DIMETHYLSULFOXIDE [J].
KAROL, TJ ;
HUTCHINSON, JP ;
HYDE, JR ;
KUIVILA, HG ;
ZUBIETA, JA .
ORGANOMETALLICS, 1983, 2 (01) :106-114
[49]   Preparation and structures of 1,2-dihydro-1,2-diphosphaacenaphthylenes and rigid backbone stabilized triphosphenium cation [J].
School of Chemistry, University of St. Andrews, St. Andrews, Fife, United Kingdom .
Dalton Trans., 2006, 18 (2175-2183) :2175-2183
[50]  
Kilian P, 2003, EUR J INORG CHEM, P249
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