Electrophilic Substitution In Azines

Author(s): M. D'Auria.

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 7 , 2005

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Abstract:

The low reactivity of pyridine, pyridazine, pyrazine, and pyrimidine towards electrophilic substitution reactions can be explained assuming a frontier orbitals control of the reaction. In fact, DFT study of the molecular orbitals of these molecules shows that the HOMOs of these substrates are not π orbitals. Furthermore, the change in the reactivity observed in pyridine-N-oxide can be explained considering that, in this case, the HOMO is an aromatic orbital.

Keywords: pyridine, pyrazine, pyridazine, pyrimidine, electrophilic substitution, dft

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Article Details

VOLUME: 2
ISSUE: 7
Year: 2005
Page: [659 - 661]
Pages: 3
DOI: 10.2174/157017805774296849
Price: $65

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