By Zvi Rappoport
Foreign members current papers excited by the structural, theoretical and artificial houses of enamines which act as vital intermediates in lots of syntheses of natural compounds containing oxygen. Cycloaddition reactions, electrochemistry, hydrolysis and biochemistry of enamines; enediamines; and metalated enamines are one of the subject matters mentioned.
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Sample text
F 9 0 " rot. a-F, planar NH, a-F, pyram. NH, planar 90" rot. pyram. -90" rot. pyram +90" rot. a-OH, planar NH, a-OH, pyram. NH, planar 90" r o t pyram. -90" rot. pyram. +9W rot. E, planar NH, E, pyram NH, planar 90" rot pyram. -90' rot. pyram. +90" rot. Z, planar NH, 2,pyram. NH, Type STO-3W 3-21G 6-3 1G 6-31G*" 6-31G** planar 90" rot. pyram. -90" rot. pyram. +90" rot. EB-F, planar NH, EB-F, pyram. NH, planar 90" rot. pyram. -90" rot. pyram. +90" rot. Z-&F, planar NH, Z-&F, pyram. NH, planar 90" rot.
The morpholino group is rotated out of the plane of the double bond by about 33". In 83 the three morpholino groups are not equivalently bonded to the ethene moiety. 442A. This indicates conjugative delocalization of 14 G. -G. Mack TABLE 1. Experimental X-ray CC and CN distances (A). 110(4) " Oricntational dioordcr in the crystal. Results obtained by assumption of a disordered model. 'Assumed value in electron diffraction. Reference 1. Enamines: General and theoretical aspects TABLE 2. Experimental X-ray valence angles in enamines.
G. 442 A. 380 A. 405 A. 390 A. In the case of doubly push-pull substituted enamines 88 to 92 and 106 to 107, instead of through conjugation a tendency to adopt a zwitterionic form is observed. 352 A and shows various angles of twist around the C=C bond. 6. Ab lnitlo Calculations of Molecular Structuree 1. Computational methods Molecular geometries may be calculated by means of quantum-chemical semiempirical valence electron theories, such as Dewar's MIND0/3173, MND0174 or AM117' procedures, or by classical molecular force-field methods, such as Allinger's ~ ~ 2 1 7 6 , 1 procedure.