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Download Diazonium and Diazo Groups: Volume 2 (1978) PDF

Chapter 12 Kinetics and mechanisms of reactions related to diazonium and diazo teams (pages 511–591): A. F. Hegarty
Chapter thirteen Rearrangements related to the diazo and diazonium teams (pages 593–644): D. Whittaker
Chapter 14 instruction of diazonium teams (pages 645–657): okay. Schank
Chapter 15 Synthesis of diazoalkanes (pages 659–708): M. Regitz
Chapter sixteen practise and makes use of of isotopically labelled diazonium and diazo compounds (pages 709–749): Peter J. Smith and Kenneth C. Westaway
Chapter 17 Carbonyl, phosphoryl and sulphonyl diazo compounds (pages 751–820): M. Regitz
Chapter 18 man made functions of diazoalkanes, diazocyclopentadienes and diazoazacyclopentadienes (pages 821–976): D. S. Wulfman, G. Linstrumelle and C. F. Cooper

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Additional resources for Diazonium and Diazo Groups: Volume 2 (1978)

Sample text

N n s ) With ~ ~ . the niorc reactive nuclcophilcs an +1 Ar-NrN t - -v k-. ity of thc arencdiazoniuin ion (see below); thus the various factors which help stabilize the rimis rclative to 532 A. F. I-Icgarly t h e cis azo linkagc will bc less important in the transition statc. Zollingcro8has also proposed that the observation o f oti/i products (63) with sonic nucleophiles may bc due to a changeover froni a n 'early' to 'late' transition statc (wherc the grcatcr stability of 63 would beconie important) and thcre is some evidence that the arenediazonium ion has lost a grcater fraction of its charge in the transition state for these reactions.

Agt. E. ic(I ;I gcgcnradical:") is not particularly slablc an

For the strongly electron-attracting substituents it is proposed that H,O is not acting as a general base for proton removal in the transition state (see 134). This is supported b+@y X s 0; so; (133) (134) by the obscrvation of a positive entropy of activ2itioii ( A S = + 17 to I S C . U . for := p-NO,, m-CI), whereas AS is close to zero for the other substitutcd benzenediazoniuni ions. HoLLever, the incursion of diffusion-controlled kinetics could also explain these results. (iii) Reactivity of substrate.

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