68823-73-4Relevant academic research and scientific papers
Determination of the conformations and relative configurations of exocyclic amines
Montalvo-gonzlez, J. Ascencin,Iniestra-galindo, Maria Guadalupe,Ariza-castolo, Armando
body text, p. 938 - 944 (2011/07/30)
The conformations and relative configurations of 20 amines, classified according to the following labeling scheme, were analyzed. Series a comprised compounds derived from N-(1-phenylethyl)cyclohexanamine, b comprised derivatives of N-[1-(naphthalen-2-yl)ethyl]cyclohexanamine, c comprised derivatives of N-(diphenylmethyl)cyclohexanamine, and d comprised derivatives of N-(propan-2-yl)cyclohexanamine. The compounds were labeled as follows: 1 indicates cyclohexanamine, 2 indicates 2-methylcyclohexanamines, 3 indicates 3-methylcyclohexanamines, 4 indicates 4-methylcyclohexanamines, and 5 indicates 4-tert-butylcyclohexanamines. These compounds were prepared without the use of stereoselective induction and, therefore, all expected stereoisomers were observed. Structural assignments were established by 1H, 13C, and 15N NMR.
Lithium Diisopropylamide-Mediated Lithiations of Imines: Insights into Highly Structure-Dependent Rates and Selectivities
Liao, Songping,Collum, David B.
, p. 15114 - 15127 (2007/10/03)
Lithium diisopropylamide-mediated lithiations of N-alkyl ketimines derived from cyclohexanones reveal that simple substitutions on the N-alkyl side chain and the 2-position of the cyclohexyl moiety afford a 60,000-fold range of rates. Detailed rate studie
13 C shieldings in syn and anti aldimines and ketimines
Fraser, Robert R.,Banville, Jacques,Akiyama, Fuminori,Chuaqui-Offermanns, Noemi
, p. 705 - 709 (2007/10/02)
The 13 C chemical shifts in a variety of aldimines and in both acyclic and cyclic ketimines have been examined.A comparison of the shieldings at the α carbons in syn versus anti stereoisomers shows a consistent upfield shift of 8-11 ppm in the syn isomer.The greater magnitude found in imines vs. oximes or hydrazones is a clear indication of a steric origin for the differential shieldings.The shifts in the imines of cyclohexanones exhibited stereochemically dependent effects of methyl substitution, very similar to those in analogous oxime and hydrazone derivatives.Chemical shift differences in the syn isomers of the α-phenetylimines of chiral aldimines and ketimines allow a facile measurement of diastereomer ratios for such compounds.
