Issue 9, 2011
From the journal:

Chemical Communications

Palladium catalyzed bicyclization of 1,8-diiodonaphthalene and tertiary propargylic alcohols to phenalenones and their applications as fluorescent chemosensor for fluoride ions†

Xiaopeng Chen,a   Hongbo Wang,a   Xiaohan Jin,a   Jinwu Feng,a   Yanguang Wang*a  and  Ping Lu*a  

* Corresponding authors

a Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China
E-mail: orgwyg@zju.edu.cn, pinglu@zju.edu.cn
Fax: +86 571-87952543
Tel: +86 571-87952543

Abstract

Phenalenone derivatives were efficiently constructed from 1,8-diiodonaphthalene and tertiary propynols via a one-pot domino reaction which eventually included Pd-catalyzed Sonogoshira coupling, Pd-catalyzed allylic oxidation and Pd-catalyzed Csp2–H activation. Moreover, the synthesized phenalenone derivative presented a practical application as a fluorescent chemosensor for fluoride anion with high sensitivity and selectivity.

Graphical abstract: Palladium catalyzed bicyclization of 1,8-diiodonaphthalene and tertiary propargylic alcohols to phenalenones and their applications as fluorescent chemosensor for fluoride ions

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Article information

DOI
https://doi.org/10.1039/C0CC04875E
Article type
Communication
Submitted
09 Nov 2010
Accepted
14 Dec 2010
First published
13 Jan 2011

Chem. Commun., 2011,47, 2628-2630

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Palladium catalyzed bicyclization of 1,8-diiodonaphthalene and tertiary propargylic alcohols to phenalenones and their applications as fluorescent chemosensor for fluoride ions

X. Chen, H. Wang, X. Jin, J. Feng, Y. Wang and P. Lu, Chem. Commun., 2011, 47, 2628 DOI: 10.1039/C0CC04875E

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