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Journal of the Mexican Chemical Society

Print version ISSN 1870-249X

J. Mex. Chem. Soc vol.49 n.2 México  2005

 

Article

 

Electronic Effects on the Reactivity of Cross-Conjugated Carbonyl Systems with Fe2(CO)9

 

María C. Ortega-Alfaro*,a, José G. López-Cortésb, Rubén A. Toscanob and Cecilio Alvarez-Toledanob

 

a Facultad de Química, Ed. A, Lab. 4-D, UNAM, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México D.F., México

b Instituto de Química-UNAM, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México D.F., México. * e-mail: cecilio@servidor.unam.mx

 

Received: October 13, 2004
Published on the web: March 15, 2005

 

Abstract

The electronic effects induced by p-substituents on the phenyl ring of several novel cross-conjugated carbonyl compounds [4-p-R-phenyl-1-(1,3-dithiolane-2-ylidene)-3E-butene-2-one, where R= NO2, Cl, Br, OMe, NEt2 (2-6),] and their reactivity towards Fe2(CO)9 have been studied using a Hammett plot. The structure of two compounds (3 and 4b) was fully established by X-ray diffraction analysis.

Keywords: iron(0) complexes, C-S bond activation, reactivity, Hammett plot, X-ray diffraction.

 

Resumo

Neste trabalho foram estudados os efeitos eletrônicos induzidos por p-substituintes no anel fenilico de diversos compostos carbonílicos conjugados [4-/>-R-fenil-1-(1,3-ditiolano-2-ilideno)-3E-buteno-2-ona, onde R=NO2, Cl, Br, OMe, NEt2 (2-6)], e sua reatividade frente a Fe2(CO)9 usando o diagrama de Hammett. А estrutura dos compostos (3 e 4b) foi totalmente estabelecida poranálise de difração de raio-X.

 

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Acknowledgements

We thank DGAPA for financial support (Project #IN242004). The technical assistance of Rocio Patiño, Luis Velasco and Javier Pérez is gratefully acknowledged.

 

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