Download Arene chemistry : reaction mechanisms and methods for by Jacques Mortier PDF

By Jacques Mortier

Equipped to permit scholars and artificial chemists to appreciate and extend on fragrant reactions coated in beginning classes, the e-book bargains an intensive and obtainable mechanistic rationalization of fragrant reactions regarding arene compounds.

•    Surveys equipment used for getting ready arene compounds and their transformations
•    Connects reactivity and technique with mechanism
•    Helps readers observe fragrant reactions in a pragmatic context through designing syntheses
•    Provides crucial information regarding suggestions used to figure out response mechanisms

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Extra info for Arene chemistry : reaction mechanisms and methods for aromatic compounds

Sample text

By analyzing pseudo‐first‐order rate constants from reactions with various types of nucleophiles, the electrophilicities of numerous cationic species have been established. 8). 8 Electrophilicity parameters, E, for electrophiles 26–29. 20). Recently, this approach was used to predict the rate constant for the SEAr reactions involving iminium ion salts and pyrroles (for the rate‐determining C─C bond‐forming step) [25]. Among the most reactive electrophiles, an informal benchmark of reactivity has been often cited— the SEAr reaction with nitrobenzene.

Since the C─H bond is not being broken in a rate‐determining step, there is usually little or no detectable kinetic isotope effect (KIE) for SEAr reactions [61]. Thus, studies of KIEs are also consistent with the involvement of the σ‐complex. Larger KIEs have been observed in conversions involving weak electrophiles, such as nitrosations and diazonium coupling reactions [61c]. Several examples have been reported of SEAr reactions providing different products under ­thermodynamic and kinetic control.

Esteves, P. , Olah, G. A. (2004) J. Am. Chem. , 126, 15770. , Qu, J. (2010) Chem. , 46, 2653. [13] (a) Hegarty, A. F. ), John Wiley & Sons, Ltd, Chichester, UK. (b) March, J. , New York, pp. 635–637. [14] Just, C. (1976) Iminium Salts in Organic Chemistry, Vol. , Viehe, H. ), in Advances in Organic Chemistry: Methods and Results, Wiley‐InterScience, Hoboken, NJ, pp. 225–342. , She, X. (2014) Org. , 16, 4440. , Nonoyama, N. , 39, 4533. (b) Doyle, M. , Van Lente, M. , Fobare, W. F. (1980) J. Org.

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