ISSN:
1573-8779
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The structure of 5-methyl-3-(1-methyl-3-isopropoxyallyl)-1-formyl-3,4,4-tricyano-1-cyclopentene was determined by an x-ray diffraction structural analysis. A discussion was given for the pseudoaxial orientation of the C≡N and C-H groups at the 3,5-positions, steric strain, the effect of this strain leading to a large ring flexure angle and extension of the C-C bonds, the bipolar nature of the enaminoformyl fragment, twisting of the NH2 group due to an unusual intramolecular hydrogen bond involving the ethereal oxygen atom, the lack of extension of the $$\begin{array}{*{20}c} \setminus \\ / \\ \end{array} C = C\begin{array}{*{20}c} / \\ \setminus \\ \end{array} $$ bond under conditions of np(O)−π*(C=C) conjugation, and the conformation of the isopropyl group relative to the O-C(sp3) bond.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00763803
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