Chapter 1 common and theoretical facets of amidines and imidic acid derivatives (pages 1–84): G. Hafelinger
Chapter 2 structure, configurational and conformational facets, and chiroptical homes of imidic acid derivatives (pages 85–155): G. Fodor and B. A. Phillips
Chapter three Detection and backbone of imidic acid derivatives (pages 157–188): W. H. Prichard
Chapter four Rearrangements regarding imidsc acid derivatives (pages 189–240): C. G. McCarty and L. A. Garner
Chapter five The electrochemistry of Imsdic esters and amidines (pages 241–253): Henning Lund
Chapter 6 organic reactions and pharmaceutical makes use of of imidic acid derivatives (pages 255–281): Raymond J. Grout
Chapter 7 instruction and artificial makes use of of amidines (pages 283–348): Jean?Albert Gautier, Marcel Miocque and Claude Combet Farnoux
Chapter eight Kinetics and mechanisms of reactions of amidines (pages 349–384): Robert H. de Wolfe
Chapter nine Imidates together with cyclic imidates (pages 385–489): Douglas G. Neilson
Chapter 10 The chemistry of amidrazones (pages 491–545): ok. M. Watson and D. G. Neilson
Chapter eleven Estimation of the thermochemistry of imidic acid derivatives (pages 547–564): Robert Shaw
Chapter 12 complicated formation, H?bonding and basicity of imidic acid derivatives (pages 565–617): J. Sevcik and F. Grambal
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Extra resources for Amidines and Imidates: Volume 1 (1975)
V = valence vibration to hydrogen; w = valence vibration between heavy atoms; 6 = in plane deformation vibration; p vibration; I' = out of plane deformation vibration; A planar skeleton deformation vibration. L- G. Hafelinger 48 Vibration type: vl(n-) Irreducible representation: Al Wave numbers : 878 v2(u) Y v3(4 Bl A1 Bl A1 B2 1683 1515 460 530 700 FIGURE 6. The 6 skeletal normal vibrations of a molecule of the type X Y Z z with C,,-symmetry and the corresponding wave numbers for acetamidinium cation.
The C-N single bond length decreases in the order amides > amidines > amidinium cations. 5. Effect of phenyl substitution on amidines The x-bond energies of phenyl-substituted planar amidines listed in Table 10 may only be compared directly for systems of equal size. The prediction is that the isomer (41) of phenylformamidine is more stable than benzamidine and the isomer (42). This agrees with the experimental result63 that N-phenyl amidines occur as the tautomeric form (41). However, in the real molecules the phenyl group is likely to be twisted out of the plane of the amidine group leading to additional overlap with the sp2-hybridized nitrogen lone pair (see Section 11, C ) .
463 Bond length duy(A)calc. duy(A)exp. 074 G. HHfelinger 28 data, as far as available, is satisfactory. The deviations are generally less than the standard deviations given for the equations (10). The C = N double bond length is decreasing in the order: amidinium cations > amidines > amidrazones > imidates > thioimidates > imidoyl chlorides > imines. The C-N single bond length decreases in the order amides > amidines > amidinium cations. 5. Effect of phenyl substitution on amidines The x-bond energies of phenyl-substituted planar amidines listed in Table 10 may only be compared directly for systems of equal size.