Lithium enolates of simple ketones: structure determination using the method of continuous variation.
The method of continuous variation in conjunction with 6Li NMR spectroscopy was used to characterize lithium enolates derived from 1-indanone, cyclohexanone, and cyclopentanone in solution. The strategy relies on forming ensembles of homo- and heteroaggregated enolates. The enolates form exclusively chelated dimers in N,N,N',N'-tetramethylethylenediamine and cubic tetramers in tetrahydrofuran and 1,2-dimethoxyethane.
Liou
Lara R
LR
Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA.
McNeil
Anne J
AJ
Ramirez
Antonio
A
Toombes
Gilman E S
GE
Gruver
Jocelyn M
JM
Collum
David B
DB
D003512:Cyclohexanones / Q000737:chemistry; D003517:Cyclopentanes / Q000737:chemistry; D007189:Indans / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D018020:Lithium Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000737:chemistry*
D003512:Cyclohexanones; D003517:Cyclopentanes; D007189:Indans; D007659:Ketones; D018020:Lithium Compounds; D009942:Organometallic Compounds; C007201:cyclopentanone; C036468:cyclohexanone; C013352:indacrinone