共 36 条
Al(OTf)3 as a new efficient catalyst for the direct nucleophilic substitution of ferrocenyl alcohol substrates. Convenient preparation of ferrocenyl-PEG compounds
被引:9
作者:

Allali, Naoual
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Lorraine, CNRS UMR 7565, Lab SRSMC, F-54506 Vandoeuvre Les Nancy, France Univ Lorraine, CNRS UMR 7565, Lab SRSMC, F-54506 Vandoeuvre Les Nancy, France

Mamane, Victor
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Lorraine, CNRS UMR 7565, Lab SRSMC, F-54506 Vandoeuvre Les Nancy, France Univ Lorraine, CNRS UMR 7565, Lab SRSMC, F-54506 Vandoeuvre Les Nancy, France
机构:
[1] Univ Lorraine, CNRS UMR 7565, Lab SRSMC, F-54506 Vandoeuvre Les Nancy, France
关键词:
Nucleophilic substitution;
Ferrocene;
Aluminium triflate;
PEG;
Catalysis;
SOLVENT-FREE CONDITIONS;
LEWIS-ACID CATALYST;
ALUMINUM TRIFLATE;
RECYCLABLE CATALYST;
ORGANIC-SYNTHESIS;
HYDROXY GROUP;
PHENOLS;
CARBON;
AMINOLYSIS;
BIOSENSORS;
D O I:
10.1016/j.tetlet.2012.03.042
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The use of Al(OTf)(3) as a new efficient catalyst for the direct nucleophilic substitution of the hydroxy group of ferrocenyl alcohols is described. This catalyst, originally developed for the mono-substitution of ethylene glycol nucleophiles of different length has shown a high activity with other carbon-, nitrogen-, and sulfur-based nucleophiles. In all the studied cases, no more than 1 mol % of catalyst was needed to allow fast and clean reactions. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2604 / 2607
页数:4
相关论文
共 36 条
[1]
Influence of Lewis Acid and Solvent in the Hydrosilylation of Aldehydes and Ketones with Et3SiH; Tris(pentafluorophenyl)borane B(C6F5)3 versus Metal Triflates [M(OTf)3; M = Sc, Bi, Ga, and Al] - Mechanistic Implications
[J].
Bach, Peter
;
Albright, Andrea
;
Laali, Kenneth K.
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2009, 2009 (12)
:1961-1966

Bach, Peter
论文数: 0 引用数: 0
h-index: 0
机构:
Kent State Univ, Dept Chem, Kent, OH 44242 USA Kent State Univ, Dept Chem, Kent, OH 44242 USA

Albright, Andrea
论文数: 0 引用数: 0
h-index: 0
机构:
Kent State Univ, Dept Chem, Kent, OH 44242 USA Kent State Univ, Dept Chem, Kent, OH 44242 USA

Laali, Kenneth K.
论文数: 0 引用数: 0
h-index: 0
机构:
Kent State Univ, Dept Chem, Kent, OH 44242 USA Kent State Univ, Dept Chem, Kent, OH 44242 USA
[2]
Applications of bismuth(III) compounds in organic synthesis
[J].
Bothwell, Jason M.
;
Krabbe, Scott W.
;
Mohan, Ram S.
.
CHEMICAL SOCIETY REVIEWS,
2011, 40 (09)
:4649-4707

Bothwell, Jason M.
论文数: 0 引用数: 0
h-index: 0
机构:
Illinois Wesleyan Univ, Lab Environm Friendly Organ Synth, Dept Chem, Bloomington, IL 61701 USA Illinois Wesleyan Univ, Lab Environm Friendly Organ Synth, Dept Chem, Bloomington, IL 61701 USA

Krabbe, Scott W.
论文数: 0 引用数: 0
h-index: 0
机构:
Illinois Wesleyan Univ, Lab Environm Friendly Organ Synth, Dept Chem, Bloomington, IL 61701 USA Illinois Wesleyan Univ, Lab Environm Friendly Organ Synth, Dept Chem, Bloomington, IL 61701 USA

Mohan, Ram S.
论文数: 0 引用数: 0
h-index: 0
机构:
Illinois Wesleyan Univ, Lab Environm Friendly Organ Synth, Dept Chem, Bloomington, IL 61701 USA Illinois Wesleyan Univ, Lab Environm Friendly Organ Synth, Dept Chem, Bloomington, IL 61701 USA
[3]
Highly atom efficient aluminium triflate catalysed acetal formation
[J].
Bradley, D.
;
Williams, G.
;
Lawton, Michelle C.
.
GREEN CHEMISTRY,
2008, 10 (09)
:914-917

Bradley, D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Johannesburg, Dept Chem, ZA-2006 Johannesburg, South Africa Univ Johannesburg, Dept Chem, ZA-2006 Johannesburg, South Africa

Williams, G.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Johannesburg, Dept Chem, ZA-2006 Johannesburg, South Africa Univ Johannesburg, Dept Chem, ZA-2006 Johannesburg, South Africa

Lawton, Michelle C.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Johannesburg, Dept Chem, ZA-2006 Johannesburg, South Africa Univ Johannesburg, Dept Chem, ZA-2006 Johannesburg, South Africa
[4]
Aluminium triflate: a remarkable Lewis acid catalyst for the ring opening of epoxides by alcohols
[J].
Bradley, D
;
Williams, G
;
Lawton, M
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2005, 3 (18)
:3269-3272

Bradley, D
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Johannesburg, Dept Chem, ZA-2006 Auckland Pk, South Africa Univ Johannesburg, Dept Chem, ZA-2006 Auckland Pk, South Africa

Williams, G
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Johannesburg, Dept Chem, ZA-2006 Auckland Pk, South Africa Univ Johannesburg, Dept Chem, ZA-2006 Auckland Pk, South Africa

Lawton, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Johannesburg, Dept Chem, ZA-2006 Auckland Pk, South Africa Univ Johannesburg, Dept Chem, ZA-2006 Auckland Pk, South Africa
[5]
Photochemical Generation of Ferrocene-Based Redox-Polymer Networks
[J].
Bunte, Christine
;
Ruehe, Juergen
.
MACROMOLECULAR RAPID COMMUNICATIONS,
2009, 30 (21)
:1817-1822

Bunte, Christine
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Freiburg, Lab Chem & Phys Interfaces, Dept Microsyst Engn, IMTEK, D-79110 Freiburg, Germany Univ Freiburg, Lab Chem & Phys Interfaces, Dept Microsyst Engn, IMTEK, D-79110 Freiburg, Germany

Ruehe, Juergen
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Freiburg, Lab Chem & Phys Interfaces, Dept Microsyst Engn, IMTEK, D-79110 Freiburg, Germany Univ Freiburg, Lab Chem & Phys Interfaces, Dept Microsyst Engn, IMTEK, D-79110 Freiburg, Germany
[6]
Aluminium triflate-catalysed regioselective cycloisomerisation of non-activated unsaturated oximes
[J].
Chaminade, Xavier
;
Chiba, Shunsuke
;
Narasaka, Koichi
;
Dunach, Elisabet
.
TETRAHEDRON LETTERS,
2008, 49 (15)
:2384-2387

Chaminade, Xavier
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Inst Chim Nice, UMR CNRS 6001, Lab Chim Mol Bioact & Aromes, F-06108 Nice 2, France Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Chiba, Shunsuke
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Narasaka, Koichi
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Dunach, Elisabet
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Inst Chim Nice, UMR CNRS 6001, Lab Chim Mol Bioact & Aromes, F-06108 Nice 2, France Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
[7]
Novel catalytic tandem isomerisation/cyclisation reaction of α-methallyloxy carboxylic acids
[J].
Chaminade, Xavier
;
Coulombel, Lydie
;
Olivero, Sandra
;
Dunach, Elisabet
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2006, 2006 (16)
:3554-3557

Chaminade, Xavier
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France

Coulombel, Lydie
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France

Olivero, Sandra
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France

Dunach, Elisabet
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Bioact & Aromes, CNRS, UMR 6001, F-06108 Nice 2, France
[8]
Aluminium(III) trifluoromethanesulfonate as an efficient catalyst for the intramolecular hydroalkoxylation of unactivated olefins:: Experimental and theoretical approaches
[J].
Coulombel, Lydie
;
Rajzmann, Michel
;
Pons, Jean-Marc
;
Olivero, Sandra
;
Dunach, Elisabet
.
CHEMISTRY-A EUROPEAN JOURNAL,
2006, 12 (24)
:6356-6365

Coulombel, Lydie
论文数: 0 引用数: 0
h-index: 0
机构: Univ Nice, Lab Chim Mol Bioact & Aromes, UMR 6001, CNRS, F-06108 Nice 2, France

Rajzmann, Michel
论文数: 0 引用数: 0
h-index: 0
机构: Univ Nice, Lab Chim Mol Bioact & Aromes, UMR 6001, CNRS, F-06108 Nice 2, France

Pons, Jean-Marc
论文数: 0 引用数: 0
h-index: 0
机构: Univ Nice, Lab Chim Mol Bioact & Aromes, UMR 6001, CNRS, F-06108 Nice 2, France

Olivero, Sandra
论文数: 0 引用数: 0
h-index: 0
机构: Univ Nice, Lab Chim Mol Bioact & Aromes, UMR 6001, CNRS, F-06108 Nice 2, France

Dunach, Elisabet
论文数: 0 引用数: 0
h-index: 0
机构: Univ Nice, Lab Chim Mol Bioact & Aromes, UMR 6001, CNRS, F-06108 Nice 2, France
[9]
Aluminium Triflate Catalysed Cyclisation of Unsaturated Alcohols: Novel Synthesis of Rose Oxide and Analogues
[J].
Coulombel, Lydie
;
Weiwer, Michel
;
Dunach, Elisabet
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2009, 2009 (33)
:5788-5795

Coulombel, Lydie
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Biact & Aromes, CNRS, UMR 6001,Inst Chim Nice, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Biact & Aromes, CNRS, UMR 6001,Inst Chim Nice, F-06108 Nice 2, France

Weiwer, Michel
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Biact & Aromes, CNRS, UMR 6001,Inst Chim Nice, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Biact & Aromes, CNRS, UMR 6001,Inst Chim Nice, F-06108 Nice 2, France

Dunach, Elisabet
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nice, Lab Chim Mol Biact & Aromes, CNRS, UMR 6001,Inst Chim Nice, F-06108 Nice 2, France Univ Nice, Lab Chim Mol Biact & Aromes, CNRS, UMR 6001,Inst Chim Nice, F-06108 Nice 2, France
[10]
A rational approach towards the nucleophilic substitutions of alcohols "on Water"
[J].
Cozzi, Pier Giorgio
;
Zoli, Luca
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008, 47 (22)
:4162-4166

Cozzi, Pier Giorgio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, ALMA MATER STUDIORUM, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, ALMA MATER STUDIORUM, I-40126 Bologna, Italy

Zoli, Luca
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, ALMA MATER STUDIORUM, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, ALMA MATER STUDIORUM, I-40126 Bologna, Italy