New PDF release: Amides (1970)

ISBN-10: 0470771232

ISBN-13: 9780470771235

ISBN-10: 0471980498

ISBN-13: 9780471980490

Content:
Chapter 1 Molecular and digital constitution of the amide workforce (pages 1–72): M. B. Robin, F. A. Bovey and Harold Basch
Chapter 2 Synthesis of amides (pages 73–185): A. L. J. Beckwith
Chapter three Acid?base and complexing homes of amides (pages 187–243): R. B. Homer and C. D. Johnson
Chapter four Rearrangement and removing of the amido workforce (pages 245–288): Joseph F. Bieron and Frank J. Dinan
Chapter five Photochemistry of the amido workforce (pages 289–308): Ionel Rosenthal
Chapter 6 Radiation chemistry of amides (pages 309–334): Owen H. Wheeler
Chapter 7 Chemistry of imidic compounds (pages 335–381): Owen H. Wheeler and Oscar Rosado
Chapter eight The chemistry of thioamides (pages 383–475): W. Walter and J. Voss
Chapter nine The chemistry of the thiohydrazide crew (pages 477–514): W. Walter and okay. J. Reubke
Chapter 10 The chemistry of hydrazides (pages 515–600): Hans Paulsen and Dieter Stoye
Chapter eleven organic formation and reactions of the amido crew (pages 601–684): J. E. Reimann and R. U. Byerrum
Chapter 12 Directing and activating results of the amido staff (pages 685–729): J. A. Shafer
Chapter thirteen Reactions of the carboxamide crew (pages 731–857): Brian G. Challis and Judith A. Challis

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Example text

B. Robin, F. A. Bovey, and Harold Basch separate signals for otherwise equivalent N-substituents. Restricted rotation about this bond was first demonstrated by Phillips 6 5 , who observed two N-methyl peaks in the spectra of N,N-dimethyl formamide and N,N-dimethylacctamide. Although the period of rotation at room temperature is relatively short on the ordinary time scale of chemical reactions, ca. r. time scale. I n Figure 7 is shown the spectrum of neat N,N-dimethylformamide at various temperatures.

A. 134 (Iia’) triplet TABLE 8. Orbital population analysis for formarnide. 1. Molecular and electronic structure of the amide group 51 occupied and lowest unoccupied MO’S in formamide are presented for two different calculations; a strictly valence-shell basis (BADZ) and a valence shell Rydberg 3f (BADZ + 3p) basis. In the ground state, the cr*( 1la’) and r*(3aN)MO’S are both unoccupied. First it should be noted that the orbital populations in the n(l0a’) and n(2a”) MO’S are almost identical for the two bases; as expected, the Rydberg-basis functions do not contribute to the ground-state wave function.

For N,N-diethylacetam:de the conformation 21 is prcferred, wliilc for N, N-diisopropylarnides, the methyl groups are turiicd away from the N atom as in 22. - H3C 'C---H O>C-N/ H' H3C H--2 'C-CH, H (211 0 \ H,C' H\ \ C-N / 9 4 3 ' C-CH, \ H / % x 3 (22 1 Conformation 21 appcars to be consistent with steric requircmcnts, but It has becn further suggested64 that they are supportcd by thc chcmical shifts of the CH, and C H protons compared to thosc of thc methyl groups, but in view of the unccrtain rationalc of chemical shifts of AT-alkyl protons, this cannot be considered strong support.

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Amides (1970)


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