Jun, 2016
Template Synthesis of Decaphyrin without Meso-Bridges: Cyclo[10]pyrrole
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Volume
- 138
- Number
- 24
- First page
- 7540
- Last page
- 7543
- Language
- English
- Publishing type
- Research paper (scientific journal)
- DOI
- 10.1021/jacs.6b04941
- Publisher
- AMER CHEMICAL SOC
An acenaphthylene-fused cyclo[10]pyrrole 1b was selectively synthesized via an oxidative coupling reaction of the corresponding 2,2'-bipyrrole with the appropriate dianion template, croconate anion. The structure of 1b as the isolated largest cyclo[n]pyrrole was elucidated by X-ray crystallographic analysis. The absorption spectrum exhibited a markedly red-shifted, intensified L band at 1982 nm, which was interpreted by application of Michl's perimeter and Gouterman's 4-orbital models, supported by magnetic circular dichroism (MCD) data and theoretical calculations.
- Link information
- ID information
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- DOI : 10.1021/jacs.6b04941
- ISSN : 0002-7863
- Web of Science ID : WOS:000378584600024