Please use this identifier to cite or link to this item: https://doi.org/10.1016/S0040-4039(02)02785-5
Title: A novel Birch reduction of aromatic compounds using aqueous titanium trichloride: Anions of trans-10b,10c-dimethyl-2,7,10b,10c-tetrahydropyrene
Authors: Jiang, J.
Lai, Y.-H. 
Keywords: Anion
Birch reduction
Dihydropyrene
Oxidative coupling
Titanium trichloride
Issue Date: 3-Feb-2003
Source: Jiang, J., Lai, Y.-H. (2003-02-03). A novel Birch reduction of aromatic compounds using aqueous titanium trichloride: Anions of trans-10b,10c-dimethyl-2,7,10b,10c-tetrahydropyrene. Tetrahedron Letters 44 (6) : 1271-1274. ScholarBank@NUS Repository. https://doi.org/10.1016/S0040-4039(02)02785-5
Abstract: The Birch reduction of 10b,10c-dimethyl-10b,10c-dihydropyrene 1 and anthracene could be predicted on the basis of their reduction potentials and achieved readily with aqueous titanium trichloride in near quantitative yields. Controlled reduction of a nitro group could be achieved under these conditions with the aromatic hydrocarbon remaining intact. The anion derived from the hexane obtained from reduction of 1 provided synthetic routes to derivatives of 1 inaccessible from direct substitution reactions of 1. Oxidative dimerization of the anion led to the formation of a series of interesting products. © 2003 Elsevier Science Ltd. All rights reserved.
Source Title: Tetrahedron Letters
URI: http://scholarbank.nus.edu.sg/handle/10635/75455
ISSN: 00404039
DOI: 10.1016/S0040-4039(02)02785-5
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

4
checked on Feb 21, 2018

WEB OF SCIENCETM
Citations

1
checked on Jan 15, 2018

Page view(s)

29
checked on Feb 18, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.