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Ammonia free partial reduction of aromatic compounds using lithium di-tert-butylbiphenyl (LiDBB).

Abstract:
The reduction of a series of hetero- and carbocyclic aromatic compounds under ammonia free conditions is described. By using LiDBB as a source of electrons, bis(methoxyethyl)amine (BMEA) as a protonating agent, and THF as a solvent, we were able to accomplish reductions more usually performed under Birch type conditions. Moreover, the use of these conditions was further enhanced by the tolerance of the reducing system toward reactive electrophiles that cannot be used successfully in ammonia.
Publication status:
Published

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Publisher copy:
10.1021/jo0257593

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
The Journal of organic chemistry
Volume:
67
Issue:
14
Pages:
5015-5018
Publication date:
2002-07-05
DOI:
EISSN:
1520-6904
ISSN:
0022-3263
URN:
uuid:9afd114f-1e6a-4d04-92f4-c2dd26f15adc
Source identifiers:
32137
Local pid:
pubs:32137
Language:
English

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