Issue 12, 2007
From the journal:

Chemical Communications

Reaction of imines with N-iodosuccinimide (NIS): unexpected formation of stable 1 : 1 complexes†

Isabel Castellote,a   María Morón,a   Carolina Burgos,*a   Julio Alvarez-Builla,a   Avelino Martin,b   Pilar Gómez-Salb  and  Juan J. Vaquero*a  

* Corresponding authors

a Departamento de Química Orgánica, Universidad de Alcalá, 28871-Alcalá de Henares, Madrid, Spain
E-mail: juanjose.vaquero@uah.es
Fax: +34-91-8854686
Tel: +34-91-8854761

b Departamento de Química Inorgánica, Universidad de Alcalá, 28871-Alcalá de Henares, Madrid, Spain

Abstract

Imines react with N-iodosuccinimide (NIS) to afford unexpected 1 : 1 complexes and the structure of one of these was determined by single-crystal X-ray diffraction; the reaction seems to be very general for substituted cyclic imines with solid stable complexes obtained in high yields; this is the first reported example of a halogen bonding interaction involving the C[double bond, length as m-dash]N bond and NIS.

Graphical abstract: Reaction of imines with N-iodosuccinimide (NIS): unexpected formation of stable 1 : 1 complexes

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Article information

DOI
https://doi.org/10.1039/B615183C
Article type
Communication
Submitted
18 Oct 2006
Accepted
15 Dec 2006
First published
16 Jan 2007

Chem. Commun., 2007, 1281-1283

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Reaction of imines with N-iodosuccinimide (NIS): unexpected formation of stable 1 : 1 complexes

I. Castellote, M. Morón, C. Burgos, J. Alvarez-Builla, A. Martin, P. Gómez-Sal and J. J. Vaquero, Chem. Commun., 2007, 1281 DOI: 10.1039/B615183C

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