Issue 53, 2012
From the journal:

Chemical Communications

1,3,5-Triaryl 2-pyridylidene: base-promoted generation and complexation†‡

Kazuhiro Hata,a   Yasutomo Segawa*a  and  Kenichiro Itami*a  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, Nagoya University, Furo, Chikusa, Nagoya 464-8602, Japan
E-mail: ysegawa@nagoya-u.jp, itami.kenichiro@a.mbox.nagoya-u.ac.jp
Fax: +81 52-788-6098
Tel: +81 52-788-6098

Abstract

We herein report a base-promoted generation of sterically hindered 1,3,5-triaryl 2-pyridylidene from the corresponding pyridinium salt. The thus-generated 2-pyridylidene was trapped by S8 and Me2SAuCl to form 2-pyridinethione and a 2-pyridylidene–gold(I) complex, respectively. Rearrangement of pyridylidene to pyrido[1,2-a]indole indicates high reactivity of the carbene center of 2-pyridylidene.

Graphical abstract: 1,3,5-Triaryl 2-pyridylidene: base-promoted generation and complexation

  • This article is part of the themed collection: Aromaticity
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Article information

DOI
https://doi.org/10.1039/C2CC33184E
Article type
Communication
Submitted
03 Maijs 2012
Accepted
09 Maijs 2012
First published
10 Maijs 2012

Chem. Commun., 2012,48, 6642-6644

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1,3,5-Triaryl 2-pyridylidene: base-promoted generation and complexation

K. Hata, Y. Segawa and K. Itami, Chem. Commun., 2012, 48, 6642 DOI: 10.1039/C2CC33184E

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