Cerium-containing MCM-41 catalyst for selective oxidative arene cross-dehydrogenative coupling reactions

被引：25

作者：

Akondi, Adinarayana Murthy ^{[1
]}

Trivedi, Rajiv ^{[1
]}

Sreedhar, Bojja ^{[1
]}

Kantam, Mannepalli Lakshmi ^{[1
,2
]}

Bhargava, Suresh ^{[2
,3
]}

机构：

[1] Indian Inst Chem Technol, Inorgan & Phys Chem Div, Hyderabad 500607, Andhra Pradesh, India

[2] Indian Inst Chem Technol, RMIT IICT Res Ctr, Hyderabad 500607, Andhra Pradesh, India

[3] RMIT Univ, Sch Appl Sci, Adv Mat & Ind Chem Grp, Melbourne, Vic, Australia

来源：

CATALYSIS TODAY | 2012年 / 198卷 / 01期

关键词：

Ce-MCM-41; C-H activation; Amino naphthols; Oxidative cross-coupling; Heterogeneous catalysis; AMMONIUM-NITRATE; FUNCTIONALIZATION; ACTIVATION;

D O I：

10.1016/j.cattod.2012.05.029

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Cerium (IV)-mediated intermolecular direct biaryl coupling of aromatic tertiary amines and naphthol via dual C-H bond activation has been reported. The new C-C bond is formed regioselectively ortho to the amino and hydroxyl substituents under oxidative conditions to give substituted bifunctional amino naphthols. We report here the use of Ce-MCM-41 catalyst for the synthesis of these unsymmetrical biaryls via oxidative cross coupling under mild conditions. The catalyst was recovered by simple filtration and reused for several cycles with consistent activity. (C) 2012 Elsevier B. V. All rights reserved.

引用

页码：35 / 44

页数：10

共 46 条

[11]

Corey E.J., 1989, The Logic of Chemical Synthesis, P1

[12] Lewis acids as catalysts in oxidation reactions:: From homogeneous to heterogeneous systems [J].

Corma, A ;

García, H .

CHEMICAL REVIEWS, 2002, 102 (10) :3837-3892

[13] From microporous to mesoporous molecular sieve materials and their use in catalysis [J].

Corma, A .

CHEMICAL REVIEWS, 1997, 97 (06) :2373-2419

[14] Silica-bound homogenous catalysts as recoverable and reusable catalysts in organic synthesis [J].

Corma, Avelino ;

Garcia, Hermenegildo .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (12-13) :1391-1412

[15] Valsartan: A review of its use in patients with heart failure and/or left ventricular systolic dysfunction after myocardial infarction [J].

Croom K.F. ;

Keating G.M. .

American Journal of Cardiovascular Drugs, 2004, 4 (6) :395-404

[16] Synthesis of a new type of chiral N,P- and N,O-ligands [J].

Feng, Jianqing ;

Dastgir, Sarim ;

Li, Chao-Jun .

TETRAHEDRON LETTERS, 2008, 49 (04) :668-671

[17] An indirect method of studying the oxidation-reduction potentials of unstable systems, including those from the phenols and amines [J].

Fieser, LF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1930, 52 :5204-5241

[18] Characterization of Cu/MCM-41 and Cu/MCM-48 mesoporous catalysts by FTIR spectroscopy of adsorbed CO [J].

Hadjiivanov, K ;

Tsoncheva, T ;

Dimitrov, M ;

Minchev, C ;

Knözinger, H .

APPLIED CATALYSIS A-GENERAL, 2003, 241 (1-2) :331-340

[19] KINETICS AND MECHANISMS OF REACTIONS OF ORGANIC CATION RADICALS IN SOLUTION [J].

HAMMERICH, O ;

PARKER, VD .

ADVANCES IN PHYSICAL ORGANIC CHEMISTRY, 1984, 20 :55-189

[20] Aryl-aryl bond formation one century after the discovery of the Ullmann reaction [J].

Hassan, J ;

Sévignon, M ;

Gozzi, C ;

Schulz, E ;

Lemaire, M .

CHEMICAL REVIEWS, 2002, 102 (05) :1359-1469

← 1 2 3 4 5 →