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A Lewis acid-mediated conformational switch.

Abstract:

Molecules that change conformation in response to a stimulus have numerous uses, such as artificial chemoreceptors, novel drug delivery strategies and liquid crystal technology. Here we describe the design, synthesis and conformational behaviour of an isonicotinamide-substituted diphenylacetylene upon recognition of Lewis acids, including metalloporphyrins. Binding of these at a remote site - the pyridyl nitrogen - increases hydrogen-bond donor ability of the proximal amide NH, causing an inc...

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Publication status:
Published

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Publisher copy:
10.1039/c4ob01556h

Authors


Lingard, H More by this author
Thompson, S More by this author
Hamilton, AD More by this author
Publisher:
Royal Society of Chemistry
Journal:
Organic and biomolecular chemistry
Volume:
12
Issue:
40
Pages:
7937-7941
Publication date:
2014-10-05
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
URN:
uuid:2267ac6f-961e-4304-b2cd-2ee493b5ce1f
Source identifiers:
483466
Local pid:
pubs:483466
Language:
English

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