TY - JOUR
AU - Field, Leslie D
AB - The nature of the lithium counter cations association with sulfur-stabilized allylic carbanions is investigated by 2-D HOESY (6Li–1H) spectroscopy. The association is best described as either an unsymmetrical dihapto(η2)-bonded lithium to the C1 and C2 carbons or a monohapto(η1)-bonded lithium to C1 in a position close to C2. The lithium is spatially closer to C1 than C2 and there is no indication of interaction with the C3 carbon. These structural traits for lithiated (E)-1-(t-butylthio)but-2-ene in THF and in the presence of TMEDA at 220 K differ markedly to those obtained from the low temperature X-ray crystal structure of this anionic system.
TI - Solution Studies of Sulfur-Stabilized Lithiated Allylic Carbanions: HOESY (6Li–1H) NMR Spectroscopy of Lithiated (E)-1-(t-Butylthio)but-2-ene and (E)-1-(Phenylthio)but-2-ene
JO - Bulletin of the Chemical Society of Japan
DO - 10.1246/bcsj.69.2025
DA - 2006-06-28
UR - https://www.deepdyve.com/lp/oxford-university-press/solution-studies-of-sulfur-stabilized-lithiated-allylic-carbanions-jpguuNYHnx
SP - 2025
EP - 2029
VL - 69
IS - 7
DP - DeepDyve
ER -