Bidirectional iterative synthesis of alternating benzene–furan oligomers towards molecular wires
Resource
Chemical Communications 2002: 2824-2825
Journal
Chemical Communications
Pages
2824-2825
Date Issued
2002
Date
2002
Author(s)
Abstract
Reaction of propargylic dithioacetal 2a with BuLi gives the sulfur-substituted allenyllithium 3a which is allowed to react with a dialdehyde to yield the corresponding alternating benzene-furan oligoaryls 6. Functional group transformation converts the ester groups in 6 to dialdehyde 8 which can be used for the synthesis of higher homologues towards molecular wires. A combination of this furan annulation, Heck reaction and Sonogashira coupling leads to a variety of benzene-furan-alkene/alkyne conjugated oligomers of precise length.
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Type
journal article
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