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Acid-catalysed condensation of 1,3-benzenedithiol with aldehydes: A low dilution preparation of 1,3,10,12-tetrathia[3.3]metacyclophanes

Abstract:
The condensation of 1,3-benzenedithiol with aliphatic aldehydes and ferrocenecarboxaldehyde under acid catalysis in ethanol gave 2,11-disubstituted-1,3,10,12-tetrathia[3.3]metacyclophanes in poor to moderate yield. Each isolated macrocycle was found to consist of two geometric isomers, the proportions of which varied with each aldehyde used. Variable temperature NMR studies confirmed the extreme flexibility of the (R = Me) system, which crystallises mainly as the cis isomer.
Publication status:
Published

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Inorganic Chemistry
Ibbotson, A More by this author
Journal:
TETRAHEDRON
Volume:
53
Issue:
9
Pages:
3155-3166
Publication date:
1997-03-03
DOI:
ISSN:
0040-4020
URN:
uuid:66b7fa76-11c9-4421-a7c4-b0eb3cfcf71b
Source identifiers:
45456
Local pid:
pubs:45456
Language:
English

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