Issue 8, 2005

Using ring strain to inhibit a decomposition path: first synthesis of an Alkyl-BIAN ligand (Alkyl-BIAN = bis(alkyl)acenaphthenequinonediimine)

Abstract

N-Alkyl imines of acenaphthenequinone are not stable because an isomerization occurs that releases part of the ring strain of the initially formed imine by changing the hybridization of one of the ring carbon atoms from sp2 to sp3; however, if an even more strained ring is present in the alkyl group, the isomerization becomes unfavorable and the compound is stable.

Graphical abstract: Using ring strain to inhibit a decomposition path: first synthesis of an Alkyl-BIAN ligand (Alkyl-BIAN = bis(alkyl)acenaphthenequinonediimine)

Supplementary files

Article information

Article type
Communication
Submitted
13 Oct 2004
Accepted
16 Nov 2004
First published
10 Jan 2005

Chem. Commun., 2005, 1031-1033

Using ring strain to inhibit a decomposition path: first synthesis of an Alkyl-BIAN ligand (Alkyl-BIAN = bis(alkyl)acenaphthenequinonediimine)

F. Ragaini, M. Gasperini, E. Gallo and P. Macchi, Chem. Commun., 2005, 1031 DOI: 10.1039/B415767B

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