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- Title
Photocatalytic Cross‐Pinacol Coupling Promoted by Carbon Dioxide.
- Authors
Okumura, Shintaro; Takahashi, Teruki; Torii, Kaoru; Uozumi, Yasuhiro
- Abstract
Cross‐pinacol coupling of two different carbonyl compounds was achieved through successive one‐electron transfer processes under photocatalytic conditions. In the reaction, an umpoled anionic carbinol synthon was generated in situ to react nucleophilically with a second electrophilic carbonyl compound. It was revealed that a CO2 additive promoted the photocatalytic generation of the carbinol synthon to suppress undesired radical dimerization. A wide variety of aromatic and aliphatic carbonyl substrates underwent the cross‐pinacol coupling to afford the corresponding unsymmetric vicinal 1,2‐diols, in which even a combination of carbonyl reactants with similar structures such as two aldehydes and two ketones were also well tolerated with high cross‐coupling selectivity.
- Subjects
CARBON dioxide; GLYCOLS; CARBONYL compounds; METHANOL; RADICALS (Chemistry); KETONES
- Publication
Chemistry - A European Journal, 2023, Vol 29, Issue 44, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202300840