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ISBN-10: 0470771232

ISBN-13: 9780470771235

ISBN-10: 0471980498

ISBN-13: 9780471980490

Chapter 1 Molecular and digital constitution of the amide team (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 houses 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 team (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 team (pages 477–514): W. Walter and ok. 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 team (pages 601–684): J. E. Reimann and R. U. Byerrum
Chapter 12 Directing and activating results of the amido crew (pages 685–729): J. A. Shafer
Chapter thirteen Reactions of the carboxamide team (pages 731–857): Brian G. Challis and Judith A. Challis

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Robin, F. A. 08 for N-methylformamide (R,,, = iMe; cf. 18 when R,,,= t-Bu. This is to be expected as a result of steric interference between the N-substituent and the carbonyl oxygen atom. It is noteworthy, howcver, that even the bulky t-butyl group strongly prefers to be cis to the oxygen rather than to the much less sterically-demanding hydrogen. This is the more puzzling as the hydrogcn-bonded dimer (12)would seem to require the cis conformation. \ / C-N (12) Bourn and coworkers 38 have found that the cis conformation is much more favoured in formanilide (R,,, = C,H,; Ro,= H) than in any of the N-alkylformamides just discussed.

Robin, F. A. Bovey, and Harold Basch non-polar hydrocarbons, the W band is red shifted, whereas the adjacent absorption is blue shifted, thus uncovering the W-band profile. The n -+ 7r* frequency in simple amides and lactams is near 45,000 cm-l, and as is appropriate for such excitations, their molar extinction co16 12 - 8 4 - x50 0 X 10 I TO - 8 6 4 2 0 40 50 60 70 80 103x Frequency (cm’) FIGURE 10. The electronic spectra of various amides in the gas phase. produced, by permission, from ref. 1 [Re- efficients when corrected for overlapping absorption are less than 100 (the extinction coefficient for the n -> T* band of formamide is 64).

But, multicentre integrals over GTO'S are evaluated using simple analytic formulas which are casily coded in simple FORTRAN language without recourse to complex numerical integration techniques, numcrous difficultly convergent expansions, or sophisticated programming structure. Thus the spced with which GTO integrals can bc computed more than compensates for the handicap of the largcr basis and the resultant need to computc the grcatcr number of integrals. I've dwell upon the discussion of the usc of G T o functions in molecular calculations because their use is not widely appreciated, as is that O r S d S , and Iiecausc tlic best and most reliable calculations on the electronic structure of the amide group have been carried out using such Glo-basis sets.

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Amides (1970)

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