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- Title
Catalyst Loading Controls Chemoselectivity: Unusual Effect in Rhodium(II) Carbene Insertion Reactions with Tetrahydrofuran †.
- Authors
Kazantsev, Alexander; Rodionov, Ivan A.; Bakulina, Olga; Kantin, Grigory; Dar'in, Dmitry; Krasavin, Mikhail
- Abstract
(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones previously shown to yield two products in reactions with tetrahydrofuran mediated by rhodium carbenes—tetrahydrofur-2-yl-substituted product of C-H insertion and spirocyclic product of formal C-O insertion. Accidentally, it was noted that the ratio of the two products depends on the catalyst loading, and the phenomenon was investigated in detail. It was found to be of preparative significance: by solely changing the catalyst loading from 0.01 mol% to 10 mol%, one can obtain sound yields of either of the two products. Mechanistic and kinetic interpretation of this new phenomenon has been proposed.
- Subjects
RHODIUM; TETRAHYDROFURAN; CHEMOSELECTIVITY; CATALYSTS; RHODIUM catalysts
- Publication
Catalysts (2073-4344), 2023, Vol 13, Issue 2, p428
- ISSN
2073-4344
- Publication type
Article
- DOI
10.3390/catal13020428