CHIRAL ORGANOMETALLIC REAGENTS .13. STRUCTURAL ASPECTS OF DIFFERENTIALLY SOLVATED BENZYLLITHIUM CONTACT ION-PAIRS

Authors
RUHLAND T HOFFMANN RW SCHADE S BOCHE G
Citation
T. Ruhland et al., CHIRAL ORGANOMETALLIC REAGENTS .13. STRUCTURAL ASPECTS OF DIFFERENTIALLY SOLVATED BENZYLLITHIUM CONTACT ION-PAIRS, Chemische Berichte, 128(6), 1995, pp. 551-556
Citations number
23
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
128
Issue
6
Year of publication
1995
Pages
551 - 556
Database
ISI
SICI code
0009-2940(1995)128:6<551:COR.SA>2.0.ZU;2-W
Abstract
The solvation and ion pair nature of alpha-(phenylthio)benzyllithium ( 2d) in THF solution were investigated by NMR-spectroscopic methods. Th e effect of additives such as diethyleneglycol dimethyl ether or of 12 -crown-4 was studied. The results were compared to those of benzyllith ium compounds 4 and 6, containing a pentaoxapentadecane ansa chain. Th ese compounds exist as contact ion pairs in which lithium is held at t he anionic carbon. This is reflected in the Li-6,C-13 coupling and H-1 ,Li-6-HOESY contacts in the NMR spectra.