1,3,6,9,12,14,17,20-Octaethynyltetrabenz[a,b,f,j,k,o]-4,5,10,11,15,16,21,22- octadehydro[18]annulene:  A Carbon-Rich Hydrocarbon

1,3,6,9,12,14,17,20-Octaethynyltetrabenz[a,b,f,j,k,o]-4,5,10,11,15,16,21,22- octadehydro[18]annulene:  A Carbon-Rich Hydrocarbon

Dodecaynes 1a−d have been prepared via a convergent strategy that employs Sonogashira couplings as the carbon−carbon bond-forming tool. Due to the steric bulk of the DMTS groups, 1c adopts a nonplanar conformation, the dynamics of which have been probed by VT-NMR. The cobalt-catalyzed isomerization...

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Veröffentlicht in:Organic letters 2005-09, Vol.7 (18), p.4001-4004
Hauptverfasser: Miljanić, Ognjen Š, Holmes, Daniel, Vollhardt, K. Peter C
Format: Artikel
Sprache:eng
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Zusammenfassung:Dodecaynes 1a−d have been prepared via a convergent strategy that employs Sonogashira couplings as the carbon−carbon bond-forming tool. Due to the steric bulk of the DMTS groups, 1c adopts a nonplanar conformation, the dynamics of which have been probed by VT-NMR. The cobalt-catalyzed isomerization of 1a,b produced the new conjugated phenylenes 2a,b and 3a,b, respectively.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051572x