65253-28-3Relevant academic research and scientific papers
Reaction de wittig-horner entre phosphonates et cyclohexenones β-substituees
Geribaldi, Serge,Rouillard, Michel
, p. 993 - 1000 (2007/10/02)
Various procedures were attempted in order to prepare α,β,γ,δ-unsaturated nitriles via the Wittig-Horner reaction of β-substituted cyclohex-2-en-1-ones with diethyl cyanomethyl phosphonate. Among them, the one using NaH as base in refluxing THF gives only the products resulting from carbonyl attack, in good yields. The stereochemistry of the reaction is discussed.
1H NMR Utilization of Through-space Effects in Configurational Assignments. I-Application to Nitriles; Determination of the Separate Effects of the Electric Field and Anisotropy of the CN Group
Rouillard, Michel,Geribaldi, Serge,Khazarian, Jean,Azzaro, Marcel
, p. 323 - 327 (2007/10/02)
The changes in chemical shift induced by isomerization for all the ring protons of the Z- and E-5,5-dimethyl-2-cyclohexenylidene acetonitriles depend only on the through-space effects of the cyano group.The configurational assignments were made taking into consideration the anisotropic and electric field effects, either separately or together.In the first case, the total effects are ΔχCNT=-14.7E-6 cm3 mol-1 and bμCNT=14.7E-30 cm3, respectively.The second approach allows the estimation of the values ΔχCN=-4.9E-6 cm3 mol-1 and bμCN=9.8E-3 cm3, reflecting the combined contributions of magnetic anisotropy and electric field to the total effect.
