6533b7d0fe1ef96bd125ac73

RESEARCH PRODUCT

Arynic species; effect of substituents on the reactivity of monosubstituted dehydrobenzenes

S. V. LuisP. GilF. GavinaAna M. Costero

subject

Bicyclic moleculeChemistryOrganic ChemistryThermal decompositionBiochemistryArynechemistry.chemical_compoundComputational chemistryPhase (matter)Drug DiscoveryOrganic chemistryReactivity (chemistry)PhenolsPyrolysisDiels–Alder reaction

description

Abstract Evidence is presented demonstrating the existence of free dehydrobenzenes in the thermal decomposition of diaryliodonium-2-carboxylates, and that o-benzyne itself and its 4-methyl-, 4-chloro-,4-bromo- and 4-nitro-derivatives are generated from insoluble polymer-bound precursors and trapped by a second solid phase in Diels-Alder reactions. Lifetimes for these elusive species are determined.

https://doi.org/10.1016/s0040-4020(01)87413-5