title: Influence of an internal trifluoromethyl group on the rhodium(II)-catalyzed reactions of vinyldiazocarbonyl compounds.
abstract: Incorporation of a trifluoromethyl group into the structure of 4-(alkoxycarbonyl)vinyldiazocarbonyl compounds greatly decreases the tendency of the carbenoid intermediates formed during Rh(II)-catalyzed reactions to undergo intermolecular processes. Instead, they are prone to experience intramolecular [1,5]- and [1,3]-electrocyclizations to produce reactive cyclopropenes and furans, and these are capable of further transformations.
authors.affiliation: Department of Chemistry, St. Petersburg State University, University pr. 26, 198504, Saint Petersburg, Russia. vnikola@vn6646.spb.edu
authors.forename: Valerij A
authors.initials: VA
authors.lastname: Nikolaev
authors.forename: Murat B
authors.initials: MB
authors.lastname: Supurgibekov
authors.forename: Huw M L
authors.initials: HM
authors.lastname: Davies
authors.forename: Joachim
authors.initials: J
authors.lastname: Sieler
authors.forename: Valerija M
authors.initials: VM
authors.lastname: Zakharova
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D005617:Chlorofluorocarbons, Methane; D009942:Organometallic Compounds; D014753:Vinyl Compounds; D012238:Rhodium; C009554:fluoroform