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Remarkable features of the McMurry reaction conditions in dimerization of formyl- and 2-formylvinylpurpurinimides. Electrochemistry of monomeric Ni(II) purpurinidmide and the corresponding dyads

Authors :
Goswami, Lalit N.
Ethirajan, Manivannan
Dobhal, Mahabeer P.
Min Zhang
Missert, Joseph R.
Shibata, Masayuki
Kadish, Karl M.
Pandey, Ravindra K.
Source :
Journal of Organic Chemistry. Jan 16, 2009, Vol. 74 Issue 2, 568-579
Publication Year :
2009

Abstract

The synthesis of a series of dimers with variable C-C linkages is carried out to determine the electrochemical properties of purpurinimide dyads and electron transfer sites for their reduction and oxidation. No significant difference is observed in UV-visible spectra between the meso- and [beta]-linked dyads as a function of the spacer length, but the spacer length does affect the ease of oxidation and reduction, the resulting HOMO-LUMO gap, and the interaction between the two oxidized or reduced units.

Details

Language :
English
ISSN :
00223263
Volume :
74
Issue :
2
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.195857839