Welcome to LookChem.com Sign In|Join Free

Article Doi

ELECTRO-ORGANIC REACTIONS. PART 25. THE ROLE OF CHROMIUM(III) IN THE MODIFICATION OF CATHODIC PINACOLISATION

DOI: 10.1039/P29840001361

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 1361 - 1368 (1984)

Update date:2022-08-05

Topics:

Authors:

Sopher, David W.Sopher, David W.

Utley, James H. P.Utley, James H. P.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/P29840001361

The presence of chromium(III) chloride, both hydrated and anhydrous, profoundly alters the course of cathodic in dimethylformamide solutions of benzophenone, benzaldehyde, β-ionone, β-ionylidene acetaldehyde, and retinal.Pinacolisation is enhanced at the expense of formation of the corresponding alcohol.Furthermore the relevant reduction potential is lowered.The mechanism of the reaction has been investigated using voltammetric and coulometric experiments combined with a detailed analysis of preparative-scale reductions under a variety of conditions.The stereochemical course of the reactions has also been considered.In total the results provide compelling evidence in favour of the key reducible intermediate being a carbonyl compound-Cr(III) complex which is formed via the corresponding Cr(III) species with homogenous, inner sphere, re-oxidation playing a crucial role.This is contrary to earlier suggestions invoking the participation of electrogenerated Cr(II) as the reductant.

View More

Products guided by the article

Product name:(1E,5E)-3,4-Dimethyl-1,6-bis-(2,6,6-trimethyl-cyclohex-1-enyl)-hexa-1,5-diene-3,4-diol

Cas No:73472-91-0

73472-91-0

R&D Labs maybe for 73472-91-0

Relevant to this article

Hot Product