A. Lorente, C. Galán, I. Fonseca
Sep 1, 1995
Citations
9
Influential Citations
34
Citations
Journal
Canadian Journal of Chemistry
Abstract
Substituted 1-aminocyclohexene-2,4-dicarbonitriles were obtained by reaction of α,β-unsaturated nitriles (two equivalents) with benzyl cyanide. By recrystallization from ethanol one diastereomeric racemate was isolated in each case. The cyclohexene structures were established from spectroscopic data (IR, MS, and one- and two-dimensional NMR). Relative stereochemical configurations and conformational preferences in the solid state of cyclohexenes 2 and 3 and propanedicarbonitrile 1 were established from X-ray crystallography. Crystals of 1 (C17H14N2) belong to the orthorhombic space group Pbca. Cell dimensions are a = 17.168(7), b = 21.612(5), c = 7.508(2) A, V = 2785(7) A3. Final R = 0.078 and Rw = 0.091; 1363 reflections were observed. The compound 2 (C26H21N3) crystallizes in the monoclinic space group P21/n with Z = 4. The crystal data for 2 are a = 7.743(1), b = 24.420(1), c = 11.164(1) A, β = 102.65(1)°, V = 2059.7(3) A3. Final R = 0.046 and Rw = 0.059; 2701 reflections were observed. Crystals of 3 (...