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

Diorganozinc compounds (ZnR2) with R = CH2Ph or CH2CH=CH2 react with 2,6-bisiminopyridines ((iPr)BIP) to afford thermally stable dihydropyridinate(-1) complexes, and do not react if R = CH2SiMe3 or CH2CMe2Ph. NMR studies reveal that dibenzylzinc binds (iPr)BIP at -80 °C, yielding the unstable comple...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2013-08, Vol.49 (60), p.6791-6793
Main Authors: Sandoval, John J, Palma, Pilar, Álvarez, Eleuterio, Rodríguez-Delgado, Antonio, Cámpora, Juan
Format: Article
Language:English
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Summary:Diorganozinc compounds (ZnR2) with R = CH2Ph or CH2CH=CH2 react with 2,6-bisiminopyridines ((iPr)BIP) to afford thermally stable dihydropyridinate(-1) complexes, and do not react if R = CH2SiMe3 or CH2CMe2Ph. NMR studies reveal that dibenzylzinc binds (iPr)BIP at -80 °C, yielding the unstable complex [Zn(CH2Ph)2((iPr)BIP)]. Above -20 °C, this undergoes selective alkyl migration to the remote 4 position of the central pyridine ring.
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc42798f