Reversible C-C bond formation: solid state structure of the aldol-like addition product of adamantanone to a 1,5-diazapentadienyllithium, and its solution state retro-aldol dissociation

Lee-Jon Ball; Anthony P Dickie; Francis S Mair; David A Middleton; Robin G Pritchard

doi:10.1039/b211745b

Reversible C-C bond formation: solid state structure of the aldol-like addition product of adamantanone to a 1,5-diazapentadienyllithium, and its solution state retro-aldol dissociation

Chem Commun (Camb). 2003 Mar 21:(6):744-5. doi: 10.1039/b211745b.

Authors

Lee-Jon Ball¹, Anthony P Dickie, Francis S Mair, David A Middleton, Robin G Pritchard

Affiliation

¹ Department of Chemistry, UMIST, PO Box 88, Manchester, UK M60 1QD.

PMID: 12703802
DOI: 10.1039/b211745b

Abstract

Analysis of crystals of the lithium complex of the tripodal ligand formed upon addition of adamantanone to a 1,5 diazapentadienyllithium complex reveals a long C-C bond which ruptures upon dissolution in non-co-ordinating solvents.