The Chemistry of Dienes and Polyenes, by Zvi Rappoport

By Zvi Rappoport

This quantity specializes in the chemistry of dienes and polyenes, that are a really vital crew of chemical substances within the research of alternative kinds of syntheses according to the Diels-Adler reactions that enables for stereospecific molecules to be ready. Dienes and polyenes are present in lots of common and human-made items, together with such common items as terpenes, ldl cholesterol, diet A, and plenty of crucial oils, in addition to many polymers and rubber items. This quantity is now to be had in digital structure from Books on-line.

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Extra resources for The Chemistry of Dienes and Polyenes,

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Again, cycloaddition is a common reaction path; however, protonated nitriles tend to undergo proton transfer to the relatively highly basic neutral diene217 . Protonated quinones and the O-MeC adducts of quinones, ˛,ˇ-unsaturated aldehydes and ketones and also protonated saturated ketones have been cycloadded to 1,3-butadiene. g. the reaction of the O-MeC adduct of cyclohexen-3-one with 2,3-dimethoxybutadiene, the cycloadduct of which was found to undergo mainly the retro-Diels –Alder process upon CID.

IV. GASEOUS ANIONS GENERATED FROM DIENES AND POLYENES Knowledge about mass spectrometry and gas-phase chemistry of carbanions of dienes and polyenes is increasing although it still falls short of that on the respective carbocations. The relatively facile access to allyl anions from alkenes in the plasma of a negative chemical ionization (NCI) source and of flowing afterglow tubes has enabled investigations on unusual highly unsaturated, even- and odd-electron anions of fundamental interest. A lucid example is the recent comprehensive investigation of the thermochemistry of allene, methylacetylene, the propargyl radical and of related carbanions by DePuy and his associates154 , who have extensively used the flowing afterglow (FA) methology, and in particular the selected ion flow tube (SIFT) technique.

The EI-induced fragmentation of gaseous [4 + 2]- and [2 + 2]dicyclopentadiene radical cations has been studied by Roth and coworkers88 using Fourier transform ion cyclotron resonance mass spectrometry, and compared to the cleavage of these ions in solution using chemically induced dynamic nuclear polarization (CIDNP). Both in the gas and in the liquid phase, the isomers of the molecular ions formed by single C C bond cleavage were observed. It is noteworthy that these distonic ions were termed ‘non-vertical radical’ cations.

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