Synthesis of Unique Extended π Structures by Pt-Mediated Benzannulation of Nickel(II) Tetraalkynylporphyrins

A piece of the π! In the presence of PtCl2, NiII tetraalkynylporphyrin complex undergoes a six‐endo‐dig‐type cyclization to form two unusual structural isomers of NiII bisphenanthroporphyrins. Under the same conditions, NiII dialkynylpicenoporphyrin forms the extended NiII picenophenanthroporphyrin...

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Bibliographic Details
Published in:Chemistry : a European journal 2011-08, Vol.17 (34), p.9311-9315
Main Authors: Boerner, Leigh J. K., Nath, Mahendra, Pink, Maren, Zaleski, Jeffrey M.
Format: Article
Language:English
Subjects:
cyclization
Electronic spectra
fused-ring systems
Isomers
nickel
Nuclear magnetic resonance
Platinum
porphyrinoids
Porphyrins
Synthesis
Two dimensional
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Summary:A piece of the π! In the presence of PtCl2, NiII tetraalkynylporphyrin complex undergoes a six‐endo‐dig‐type cyclization to form two unusual structural isomers of NiII bisphenanthroporphyrins. Under the same conditions, NiII dialkynylpicenoporphyrin forms the extended NiII picenophenanthroporphyrin (see scheme). These otherwise inaccessible π‐fused exocyclic porphyrins were characterized by 2D NMR and show strongly redshifted electronic spectra.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201101741