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Porphyrin Dimers Linked by Conjugated Butadiynes

✍ Scribed by Dennis P. Arnold; Lisa J. Nitschinsk

Book ID
104204785
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
860 KB
Volume
48
Category
Article
ISSN
0040-4020

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✦ Synopsis

1.3~Butadiynes R-C=CX%C-R. where R = S'-substituted nickel(II) octaethylporphyrin (NiOEP) (le), 2'-substituted nickel@) 5',10'.15',20'-tetraphenylporphyrin (NiTPP) (4e). and 2'-substituted nickel(E) heptaethylporphyrin (Nii) (Sd). have been prepared from the respective bromovinyl species by dehydrobromination and oxidative coupling. The published syntbesls of (le) has been impmved tc achieve a 40% yield for four steps fnxn NiOEP. 'llre metal-free bls(Ow diyne was prepared by acid treatment of (le). while more strenuous conditions led to a novel furan substituted at the 2-and fi-positions with OEP units. The visible absorption spectra of the 5'-and 2'-substituted diynes differ markedly, the fenner compounds exhibiting split absorption bands and red shifts indicative of extensive chromophore interaction.

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