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Dibenzyl and diallyl 2,6-bisiminopyridinezinc (ii) complexes: Selective alkyl migration to the pyridine ring leads to remarkably stable dihydropyridinates

 

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Opened Access Dibenzyl and diallyl 2,6-bisiminopyridinezinc (ii) complexes: Selective alkyl migration to the pyridine ring leads to remarkably stable dihydropyridinates
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Author: Sandoval, John J.
Palma Ramírez, María del Pilar
Álvarez González, Eleuterio
Rodríguez Delgado, Antonio
Cámpora Pérez, Juan
Date: 2013
Published in: Chemical Communications, 49, 6791-6793.
Document type: Article
Abstract: Diorganozinc compounds (ZnR2) with R = CH2Ph or CH2CH[double bond, length as m-dash]CH2 react with 2,6-bisiminopyridines (iPrBIP) to afford thermally stable dihydropyridinate(−1) complexes, and do not react if R = CH2SiMe3 or CH2CMe2Ph. NMR studies reveal that dibenzylzinc binds iPrBIP at −80 °C, yielding the unstable complex [Zn(CH2Ph)2(iPrBIP)]. Above −20 °C, this undergoes selective alkyl migration to the remote 4 position of the central pyridine ring.
Cite: Sandoval, J.J., Palma Ramírez, M.d.P., Álvarez González, E., Rodríguez Delgado, A. y Cámpora Pérez, J. (2013). Dibenzyl and diallyl 2,6-bisiminopyridinezinc (ii) complexes: Selective alkyl migration to the pyridine ring leads to remarkably stable dihydropyridinates. Chemical Communications, 49, 6791-6793.
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URI: https://hdl.handle.net/11441/79520

DOI: 10.1039/c3cc42798f

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