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

María C. Ortega-Alfaro*^,a, José G. López-Cortés^b, Rubén A. Toscano^b and Cecilio Alvarez-Toledano^b

^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

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.

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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