Issue 73, 2013
From the journal:

Chemical Communications

Benzyne–benzyne–RNC or CO triple sequential insertion into the Pd–C bond: synthesis of ten-membered N-heterocycles through stable ten- and eleven-membered palladacycles†‡

María-José Oliva-Madrid,a   Isabel Saura-Llamas,*a   Delia Bautistab  and  José Vicente*a  

* Corresponding authors

a Grupo de Química Organometálica, Departamento de Química Inorgánica, Facultad de Química, Universidad de Murcia, Aptdo. 4021, E-30071 Murcia, Spain
E-mail: mjoliva@um.es, ims@um.es, jvs1@um.es

b SAI, Universidad de Murcia, Aptdo. 4021, E-30071 Murcia, Spain
E-mail: dbc@um.es

Abstract

Insertion of two molecules of benzyne into the Pd–C bond of an ortho-palladated derivative of homoveratrylamine allows the synthesis and XRD characterization of a ten-membered palladacycle, which further reacts with CO or RCN to afford, upon depalladation, tribenzazecine derivatives. The iminoacyl eleven-membered palladacycle intermediate can also be isolated.

Graphical abstract: Benzyne–benzyne–RNC or CO triple sequential insertion into the Pd–C bond: synthesis of ten-membered N-heterocycles through stable ten- and eleven-membered palladacycles

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Article information

DOI
https://doi.org/10.1039/C3CC43049A
Article type
Communication
Submitted
24 Apr 2013
Accepted
28 May 2013
First published
29 May 2013

Chem. Commun., 2013,49, 7997-7999

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Benzyne–benzyne–RNC or CO triple sequential insertion into the Pd–C bond: synthesis of ten-membered N-heterocycles through stable ten- and eleven-membered palladacycles

M. Oliva-Madrid, I. Saura-Llamas, D. Bautista and J. Vicente, Chem. Commun., 2013, 49, 7997 DOI: 10.1039/C3CC43049A

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