29526-97-4Relevant academic research and scientific papers
Cyclopropanization of Methyl Carboxylates with Tebbe-Type Reagents
Fallahpour, Reza-Ali,Hansen, Hans-Juergen
, p. 2297 - 2302 (1994)
The methylenation reaction of methyl azulene-2-carboxylates (cf.Schemes 1 and 2) with Tebbe's or Takai's reagent is described.When the prescribed amount of Takai's reagent is applied in a four-fold excess, the corresponding cyclopropyl methyl ethers are f
Deamination Reactions, 45. Decomposition of 1-Arylcyclopropanediazonium Ions
Kirmse, Wolfgang,Rode, Jutta
, p. 3694 - 3703 (2007/10/02)
1-Arylcyclopropanediazonium ions have been generated by alkaline cleavage of the analogous nitrosocarbamates in methanol.With increasing ?-donor capacity of the aryl groups, retention of the three-membered ring was enhanced while the stereoselectivity (as probed with the aid of 2-D labels) was diminished or entirely lost (4-methoxyphenyl).Where applicable, the stereoselectivity of ring opening is inferior to that of nucleophilic displacement.The data may be interpreted in terms of competing reactions (ks, kc, kΔ) of the cyclopropanediazonium ions.
Kinetics of Cyclopropyl Radical Reactions. 2. Studies on the Inversion of Cyclopropyl and 1-Methylcyclopropyl Radicals and on the Kinetics of Some Addition and Abstraction Reactions of 1-Methylcyclopropyl and 1-Methoxycyclopropyl Radicals
Johnston, Linda J.,Ingold, K. U.
, p. 2343 - 2348 (2007/10/02)
Laser flash photolytic studies have shown that the 1-methylcyclopropyl radical has a reactivity similar to that of the cyclopropyl radical toward styrene, β-methylstyrene, 1,4-cyclohexadiene, CCl3Br, and n-Bu3SnH but that it is more reactive toward CCl4.Chemical trapping with CCl3Br of these two radicals stereospecifically labeled with deuterium yields rate constants for their inversion at 71 deg C of (2.1 +/- 0.8) * 1011 s-1 for c-C3H4.CH3 and ca. 1012 s-1 for c-C3H5..EPR spectra of 13C-labeled radicals confirm that they are nonplanar: a13Cα = 98 and 95.9 G for c-C3H4.CH3 and c-C3H5., respectively.The similar magnitudes of these splittings implies that there is also a similar degree of deviation from planarity.The barrier to inversion is probably ca. 3 kcal/mol for both radicals but the c-C3H5. inverts more rapidly possibly because of hydrogen tunneling. 1-Methoxycyclopropyl is less reactive toward styrene and 1,4-cyclohexadiene than the other two radicals.The EPR spectrum of this radical could not be obtained.
