Metal-free hydrogenation catalysis of polycyclic aromatic hydrocarbons

被引：110

作者：

Segawa, Yasutomo ^{[2
]}

Stephan, Douglas W. ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Toronto, ON M5S3H6, Canada

[2] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 98期

基金：

加拿大自然科学与工程研究理事会;

关键词：

FRUSTRATED LEWIS PAIRS; SELECTIVE HYDROGENATION; ORGANIC-SYNTHESIS; DIESEL EXHAUST; ACTIVATION; REDUCTION; DENSITY; IMINES; ACENES;

D O I：

10.1039/c2cc37190a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The frustrated Lewis pair, B(C6F5)(3)/Ph2PC6F5, acts as an efficient catalyst for the hydrogenation of the polycyclic hydrocarbons including anthracene derivatives, tetracene and tetraphene, at 80 degrees C and 100 atm H-2 pressure via a mechanism involving protonation of polyaromatic species followed by hydride transfer.

引用

页码：11963 / 11965

页数：3

共 44 条

[21] Genotoxicity of heat-processed foods [J].

Jägerstad, M ;

Skog, K .

MUTATION RESEARCH-FUNDAMENTAL AND MOLECULAR MECHANISMS OF MUTAGENESIS, 2005, 574 (1-2) :156-172

[22] Reversible, metal-free hydrogen activation by frustrated Lewis pairs [J].

Jiang, Chunfang ;

Blacque, Olivier ;

Fox, Thomas ;

Berke, Heinz .

DALTON TRANSACTIONS, 2011, 40 (05) :1091-1097

[23] 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

[24] Metal-Free Hydrogen Activation by the Frustrated Lewis Pairs of CIB(C6F5)2 and HB(C6F5)2 and Bulky Lewis Bases [J].

Jiang, Chunfang ;

Blacque, Olivier ;

Berke, Heinz .

ORGANOMETALLICS, 2009, 28 (17) :5233-5239

[25]

Klarer Alden C., 2011, CRIT REV EUKAR GENE, V21, P323

[26] DEVELOPMENT OF THE COLLE-SALVETTI CORRELATION-ENERGY FORMULA INTO A FUNCTIONAL OF THE ELECTRON-DENSITY [J].

LEE, CT ;

YANG, WT ;

PARR, RG .

PHYSICAL REVIEW B, 1988, 37 (02) :785-789

[27] Nucleophilic dearomatizing (DNAr) reactions of aromatic C,H-Systems.: A mature paradigm in organic synthesis [J].

Lopez Ortiz, Fernando ;

Iglesias, Maria Jose ;

Fernandez, Ignacio ;

Andujar Sanchez, Carmen M. ;

Gomez, Gloria Ruiz .

CHEMICAL REVIEWS, 2007, 107 (05) :1580-1691

[28] Metal-Free Aromatic Hydrogenation: Aniline to Cyclohexyl-amine Derivatives [J].

Mahdi, Tayseer ;

Heiden, Zachariah M. ;

Grimme, Stefan ;

Stephan, Douglas W. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (09) :4088-4091

[29]

O'Toole Timothy E., 2008, REV ENV HLTH, V23, P167

[30]

Rabideau P. W., 2004, ORGANIC REACTIONS, P1, DOI DOI 10.1002/0471264180.OR042.01

← 1 2 3 4 5 →