TEMPO-modified graphite felt electrodes:: attempted enantioselective oxidation of rac-1-phenylethanol in the presence of (-)-sparteine

被引：15

作者：

Belgsir, EM

Schäfer, HJ

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

[2] Univ Poitiers, Catalyse Chim Organ Lab, CNRS, UMR N6503, F-86022 Poitiers, France

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 05期

关键词：

D O I：

10.1039/a809789e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

At a TEMPO-modified graphite felt electrode (TMGFE) rac-1-phenylethanol 2 is not enantioselectively oxidised in the presence of(-)-sparteine 1, but instead 1 is dehydrogenated to its iminium salt; 2 is oxidised in solution by the oxoammonium salt 6 in the absence of 1, but not on the TMGFE in the range 0-1.0 V vs, Ag/AgNO3.

引用

页码：435 / 436

页数：2

共 11 条

[1] BOBBITT JM, 1992, HETEROCYCLES, V33, P641
[2] deNooy AEJ, 1996, SYNTHESIS-STUTTGART, P1153
[3] ELECTROCHEMICAL OXIDATION OF CARBINOLS MEDIATED BY NITROXYL RADICALS IN SOLUTION OR BONDED TO POLYPYRROLIC COATINGS ON PLATINUM AND CARBON ELECTRODES
DERONZIER, A
LIMOSIN, D
MOUTET, JC
[J]. ELECTROCHIMICA ACTA, 1987, 32 (11) : 1643 - 1647
[4] OXOIMINIUM IONS FOR N-DEMETHYLATION - 1-OXO-2,2,6,6-TETRAMETHYLPIPERIDINIUM CHLORIDE
HUNTER, DH
RACOK, JS
REY, AW
PONCE, YZ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) : 1278 - 1281
[5] OXOAMMONIUM SALTS AS OXIDIZING-AGENTS - 2,2,6,6-TETRAMETHYL-1-OXOPIPERIDINIUM CHLORIDE
HUNTER, DH
BARTON, DHR
MOTHERWELL, WJ
[J]. TETRAHEDRON LETTERS, 1984, 25 (06) : 603 - 606
[6] ELECTROCATALYTIC OXIDATION OF THIOLS ON A TEMPO MODIFIED ELECTRODE
KASHIWAGI, Y
OHSAWA, A
OSA, T
MA, Z
BOBBITT, JM
[J]. CHEMISTRY LETTERS, 1991, (04) : 581 - 584
[7] Enantioselective electrocatalytic oxidation of racemic alcohols on a TEMPO-modified graphite felt electrode by use of chiral base (TEMPO equals 2,2,6,6-tetramethylpiperidin-1-yloxyl)
Kashiwagi, Y
Yanagisawa, Y
Kurashima, F
Anzai, J
Osa, T
Bobbitt, JM
[J]. CHEMICAL COMMUNICATIONS, 1996, (24) : 2745 - 2746
[8] ELECTROCATALYTIC OXIDATIVE COUPLING OF METHYLQUINOLINES ON TEMPO-MODIFIED GRAPHITE FELT ELECTRODES
KASHIWAGI, Y
ONO, H
OSA, T
[J]. CHEMISTRY LETTERS, 1993, (02) : 257 - 260
[9] ENANTIOSELECTIVE, ELECTROCATALYTIC OXIDATIVE COUPLING OF NAPHTHOL, NAPHTHYL ETHER AND PHENANTHROL ON A TEMPO-MODIFIED GRAPHITE FELT ELECTRODE IN THE PRESENCE OF (-)-SPARTEINE (TEMPO=2,2,6,6-TETRAMETHYLPIPEERIDIN-1-YLOXYL)
OSA, T
KASHIWAGI, Y
YANAGISAWA, Y
BOBBITT, JM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (21) : 2535 - 2537
[10] A PREPARATIVE NITROXYL-RADICAL COATED, GRAPHITE FELT ELECTRODE FOR THE OXIDATION OF ALCOHOLS
OSA, T
KASHIWAGI, Y
MUKAI, K
OHSAWA, A
BOBBITT, JM
[J]. CHEMISTRY LETTERS, 1990, (01) : 75 - 78

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