Path Selection for Conformational Interconversions in [2]Catenanes

The conformational interconversions of several [2]catenanes containing a dibenzo-34-crown-10 ether (BPP34C10) interlocked with rings containing two 4,4‘-dipyridyls tethered by different aryl spacers have been studied. Blocking groups on the tethers enabled the two pathways for circumrotation of the...

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Bibliographic Details
Published in:Organic letters 2006-05, Vol.8 (10), p.2119-2121
Main Authors: Halterman, Ronald L, Martyn, David E, Pan, Xingang, Ha, Diana B, Frow, Michael, Haessig, Kathryn
Format: Article
Language:English
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Summary:The conformational interconversions of several [2]catenanes containing a dibenzo-34-crown-10 ether (BPP34C10) interlocked with rings containing two 4,4‘-dipyridyls tethered by different aryl spacers have been studied. Blocking groups on the tethers enabled the two pathways for circumrotation of the BPP34C10 to be open or blocked. The activation barrier for migration along the open tethers varied from 11 to 13 kcal/mol. This study demonstrates an ability to select the pathway for conformational interconversions in [2]catenanes.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol060550n