Issue 43, 2010
From the journal:

Chemical Communications

Synthesis and structural analysis of a novel iodinated cyclopentadienonevia ring-contraction iodination and its application in synthesis of alkyne-functionalized cyclopentadienones†

Xue-Yi Chen,a   Charles Barnes,b   Xinyan Bai,a   T. C. Sandreczki,a   Zhonghua Peng,a   Ekaterina N. Kadnikovaa  and  J. R. Dias*a  

* Corresponding authors

a Department of Chemistry, University of Missouri-Kansas City, 5100 Rockhill Road, Kansas City, USA
E-mail: diasj@umkc.edu
Fax: +1 816-235-2284

b Department of Chemistry, University of Missouri-Columbia, 601 S. College Avenue, Columbia, USA

Abstract

The first iodinated cyclopentadienone was isolated and its structure was confirmed by single crystal X-ray analysis. Based on this intermediate, the first direct C–C bond formation on cyclopentadienone ring was achieved. The photo induced intramolecular charge transfer of alkynylated cyclopentadienones was evaluated by solvent polarity effect on their electronic absorption spectra.

Graphical abstract: Synthesis and structural analysis of a novel iodinated cyclopentadienone via ring-contraction iodination and its application in synthesis of alkyne-functionalized cyclopentadienones

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Article information

DOI
https://doi.org/10.1039/C0CC02543G
Article type
Communication
Submitted
13 Jul 2010
Accepted
17 Sep 2010
First published
05 Oct 2010

Chem. Commun., 2010,46, 8171-8173

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Synthesis and structural analysis of a novel iodinated cyclopentadienone via ring-contraction iodination and its application in synthesis of alkyne-functionalized cyclopentadienones

X. Chen, C. Barnes, X. Bai, T. C. Sandreczki, Z. Peng, E. N. Kadnikova and J. R. Dias, Chem. Commun., 2010, 46, 8171 DOI: 10.1039/C0CC02543G

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