TY - JOUR
T1 - Dynamic processes in organolithium chemistry
T2 - Tetrameric and 'open' tetrameric chiral α-amino lithium alkoxides
AU - Armstrong, David R.
AU - Davies, John E.
AU - Davies, Robert P.
AU - Raithby, Paul R.
AU - Snaith, Ronald
AU - Wheatley, Andrew E.H.
PY - 1999
Y1 - 1999
N2 - Lithium N,N,N'-trimethylethylenediamide, LiN(Me)(CH2)2NMe2, 1-Li, reacts with 1 equiv. of benzaldehyde to afford the corresponding chiral α- amino lithium alkoxide 2, which in the solid state is a conventional pseudo- cubane tetramer. Reaction of 1-Li with o-methoxybenzaldehyde affords instead a novel 'open' pseudo-cubane tetramer 3, wherein the coordinative mode of the potentially bidentate N,N,N'-trimethylethylenediamino moiety can be related to ligand chirality. Employment of p-methoxybenzaldehyde results in the isolation of a tetramer 4, whose solid-state structure is intermediate between those of 2 and 3 and therefore suggests that fluxional processes may operate. Extensive studies of 2-4 in non-donor solution indicate diverse and complex behaviour.
AB - Lithium N,N,N'-trimethylethylenediamide, LiN(Me)(CH2)2NMe2, 1-Li, reacts with 1 equiv. of benzaldehyde to afford the corresponding chiral α- amino lithium alkoxide 2, which in the solid state is a conventional pseudo- cubane tetramer. Reaction of 1-Li with o-methoxybenzaldehyde affords instead a novel 'open' pseudo-cubane tetramer 3, wherein the coordinative mode of the potentially bidentate N,N,N'-trimethylethylenediamino moiety can be related to ligand chirality. Employment of p-methoxybenzaldehyde results in the isolation of a tetramer 4, whose solid-state structure is intermediate between those of 2 and 3 and therefore suggests that fluxional processes may operate. Extensive studies of 2-4 in non-donor solution indicate diverse and complex behaviour.
UR - http://www.scopus.com/inward/record.url?scp=0032790259&partnerID=8YFLogxK
U2 - 10.1039/a808050j
DO - 10.1039/a808050j
M3 - Article
AN - SCOPUS:0032790259
SN - 1144-0546
VL - 23
SP - 35
EP - 41
JO - New Journal of Chemistry
JF - New Journal of Chemistry
IS - 1
ER -