Electrochemically Controlled Proton-Transfer-Catalyzed Reactions at Liquid-Liquid Interfaces: Nucleophilic Substitution on Ferrocene Methanol

被引：17

作者：

Peljo, Pekka ^{[1
]}

Qiao, Liang ^{[2
]}

Murtomaki, Lasse ^{[1
]}

Johans, Christoffer ^{[1
]}

Girault, Hubert H. ^{[2
]}

Kontturi, Kyosti ^{[1
]}

机构：

[1] Aalto Univ, Dept Chem, Aalto 00076, Finland

[2] Ecole Polytech Fed Lausanne, Lab Electrochim Phys & Analyt, Stn 6, CH-1015 Lausanne, Switzerland

来源：

CHEMPHYSCHEM | 2013年 / 14卷 / 02期

基金：

芬兰科学院;

关键词：

carbocations; electrochemistry; liquid-liquid interfaces; nucleophilic substitutions; proton transfer; PHASE-TRANSFER CATALYSIS; MOLECULAR-OXYGEN; OXIDATION; ALCOHOLS; DRIVEN; ETHER;

D O I：

10.1002/cphc.201200953

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The generation of alpha-ferrocenyl carbocations from ferrocenyl alcohols for S(N)1 substitution at the water-organic solvent interface is initiated by the transfer of protons into the organic phase. The proton flux, and hence the reaction rate, can be controlled by addition of a suitable "phase-transfer catalyst" anion or by external polarization with a potentiostat, providing a new method for the synthesis of ferrocene derivatives.

引用

页码：311 / 314

页数：4

共 30 条

[1] Liquid-liquid phase transfer catalysis:: Basic principles and synthetic applications (Reprinted from Interfacial Catalysis, pg 203-226, 2003) [J].