Issue 18, 2013
From the journal:

RSC Advances

Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode

Ronny F. M. de Souza,a   Madalena C. C. Areias,b   Lothar W. Bieberb  and  Marcelo Navarro*b  

* Corresponding authors

a Instituto Federal de Educação, Ciência e Tecnologia de Alagoas, Piranhas, AL, Brazil

b Departamento de Química Fundamental, CCEN, Universidade Federal de Pernambuco, av. Prof. Luis Freire S/N, 50740-901 Recife, Brazil
E-mail: navarro@ufpe.br
Fax: +55 81 2126 8442
Tel: +55 81 2126 7460

Abstract

A green electrochemical heterocoupling procedure has been developed. Prenyl halides and benzaldehyde adsorbed on a graphite powder cathode were reduced in a cavity cell using aqueous anolyte, providing isomer mixtures of prenylated alcohols. High α-regioselectivity was observed using graphite with 3% TBABF4, while high γ-regioselectivity was obtained using 2% silver-doped graphite.

Graphical abstract: Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/C3RA40461G
Article type
Paper
Submitted
25 Jan 2013
Accepted
19 Feb 2013
First published
20 Feb 2013

RSC Adv., 2013,3, 6526-6530

Permissions

Request permissions

Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode

R. F. M. de Souza, M. C. C. Areias, L. W. Bieber and M. Navarro, RSC Adv., 2013, 3, 6526 DOI: 10.1039/C3RA40461G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements