1,2-Diphosphonium Dication: A Strong P-Based Lewis Acid in Frustrated Lewis Pair (FLP)-Activations of B-H, Si-H, C-H, and H-H Bonds

被引：65

作者：

Holthausen, Michael H. ^{[1
]}

Bayne, Julia M. ^{[1
]}

Mallov, Ian ^{[1
]}

Dobrovetsky, Roman ^{[1
]}

Stephan, Douglas W. ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 23期

基金：

加拿大自然科学与工程研究理事会;

关键词：

COORDINATION-COMPLEXES; ACTIVATION; HYDROGEN; DIHYDROGEN; CATIONS; SALTS; TRIS(PENTAFLUOROPHENYL)BORANE; HYDROSILYLATION; COMPOUND; CLEAVAGE;

D O I：

10.1021/jacs.5b04109

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly Lewis acidic diphosphonium dication [(C10H6)(Ph2P)(2)](2+) (1), in combination with a Lewis basic phosphine, acts as a purely phosphorus-based frustrated Lewis: pair (FLP) and abstracts hydride from [HB(C6F5)(3)](-) and Et3SiH demonstrating the remarkable hydridophilicity of 1. The p-based FLP is also shown to activate H-2 and C-H bonds.

引用

页码：7298 / 7301

页数：4

共 50 条

[21] Frustrated Lewis pair-mediated C-O or C-H bond activation of ethers
Holthausen, Michael H.
Mahdi, Tayseer
Schlepphorst, Christoph
Hounjet, Lindsay J.
Weigand, Jan J.
Stephan, Douglas W.
CHEMICAL COMMUNICATIONS, 2014, 50 (70) : 10038 - 10040
[22] Intermolecular Redox-Neutral Amine C-H Functionalization Induced by the Strong Boron Lewis Acid B(C6F5)3 in the Frustrated Lewis Pair Regime
Chen, Guo-Qiang
Kehr, Gerald
Daniliuc, Constantin G.
Bursch, Markus
Grimme, Stefan
Erker, Gerhard
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (19) : 4723 - 4729
[23] Density functional and MP2 studies of germylene insertion into C-H, Si-H, N-H, P-H, O-H, S-H, F-H, and Cl-H bonds
Su, MD
Chu, SY
JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (50): : 11011 - 11019
[24] A P-H functionalized Al/P-based frustrated Lewis pair - hydrophosphination of nitriles, ring opening with cyclopropenones and evidence of P=C double bond formation
Keweloh, Lukas
Aders, Niklas
Hepp, Alexander
Pleschka, Damian
Wuerthwein, Ernst-Ulrich
Uhl, Werner
DALTON TRANSACTIONS, 2018, 47 (25) : 8402 - 8417
[25] Activation of B-H, Si-H, and C-F Bonds with Tp′Rh(PMe3) Complexes: Kinetics, Mechanism, and Selectivity
Procacci, Barbara
Jiao, Yunzhe
Evans, Meagan E.
Jones, William D.
Perutz, Robin N.
Whitwood, Adrian C.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (03) : 1258 - 1272
[26] Alkynyl functionalized Al/P-based frustrated Lewis pairs - aluminium alkynide elimination and evidence for the formation of 3H-phosphaallenes [R-P=C=C(H)-tBu]
Kloecker, Hans
Roters, Steffi
Hepp, Alexander
Uhl, Werner
DALTON TRANSACTIONS, 2015, 44 (28) : 12670 - 12679
[27] Frustrated Lewis pair-like splitting of aromatic C-H bonds and abstraction of halogen atoms by a cationic [(FPNP) Pt]+ species
DeMott, Jessica C.
Bhuvanesh, Nattamai
Ozerov, Oleg V.
CHEMICAL SCIENCE, 2013, 4 (02) : 642 - 649
[28] ABSENCE OF AN ENERGY-DEPENDENCE FOR CH2(1A1) REACTION WITH C-H AND SI-H BONDS OF DIMETHYLSILANE
KELLEY, PM
HASE, WL
SIMONS, JW
JOURNAL OF PHYSICAL CHEMISTRY, 1975, 79 (10): : 1043 - 1044
[29] Surprising Stability of an Al/P-Based Frustrated Lewis-Pair Towards Protolysis: HX Adducts (X = F, Cl) with Intramolecular H•••X Hydrogen Bonds
Uhl, Werner
Appelt, Christian
Lange, Merten
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2015, 641 (02): : 311 - 315
[30] Frustrated Lewis Pair Catalyzed C-H Activation of Heteroarenes: A Stepwise Carbene Mechanism Due to Distance Effect
Shao, Youxiang
Zhang, Jianyu
Li, Yinwu
Liu, Yan
Ke, Zhuofeng
ORGANIC LETTERS, 2018, 20 (04) : 1102 - 1105

← 1 2 3 4 5 →