Regnier, Vianney; Romero, Erik A.; Molton, Florian; Jazzar, Rodolphe; Bertrand, Guy; Martin, David published the artcile< What Are the Radical Intermediates in Oxidative N-Heterocyclic Carbene Organocatalysis?>, Recommanded Product: (E)-Cinnamoyl chloride, the main research area is oxidative azaheterocyclic carbene organocatalysis radical intermediate.
The oxidation of the Breslow intermediate resulting from the addition of an N-heterocyclic carbene (NHC) to benzaldehyde triggers a fast deprotonation, followed by a second electron transfer, directly affording the corresponding acylium at E > -0.8 V (vs. Fc/Fc+). Similarly, the oxidation of the cinnamaldehyde analog occurs at an even higher potential and is not a reversible electrochem. process. As a whole, and contrary to previous beliefs, it is demonstrated that Breslow intermediates, which are the key intermediates in NHC-catalyzed transformations of aldehydes, cannot undergo a single electron transfer (SET) with mild oxidants (E < -1.0 V). Moreover, the corresponding enol radical cations are ruled out as relevant intermediates. It is proposed that oxidative NHC-catalyzed radical transformations of enals proceed either through SET from the corresponding electron-rich enolate or through coupled electron-proton transfer from the enol, in any case generating neutral capto-dative radicals. Relevant electrochem. surrogates of these paramagnetic species have been isolated. Journal of the American Chemical Society published new progress about Crystal structure. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Recommanded Product: (E)-Cinnamoyl chloride.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics