61415-37-0Relevant academic research and scientific papers
Efficient syntheses of four stable-isotope labeled (1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylates
Keliher, Edmund J.,Burrell, Richard C.,Chobanian, Harry R.,Conkrite, Karina L.,Shukla, Rajesh,Baldwin, John E.
, p. 2777 - 2784 (2008/09/16)
Many carbenoid cyclopropanation reactions promoted by chiral catalysts give product mixtures reflecting impressive diastereo- and enantioselectivities. Few provide a single chiral product efficiently. This limitation has been overcome in cyclopropanations of styrene and isotopically labeled styrenes with α-diazoacetates. Convenient syntheses on a 20 g scale of each of four chiral isotopically labeled (1R)-menthyl (1S,2S)-2- phenylcyclopropanecarboxylates (the 1-d-3-13C, 1,(3S)-d2, 1,2,(3S)-d3, and 1,3,3-d3 isotopomers) of better than 99% ee have been realized. The Royal Society of Chemistry 2006.
Ni-complex-catalysed addition polymerisation of 2-phenyl-1-methylenecylopropane to afford a polymer with cyclopropylidene groups
Takeuchi, Daisuke,Osakada, Kohtaro
, p. 646 - 647 (2007/10/03)
π-Allyl-nickel complexes initiated addition polymerisation of 2-phenyl-1-methylenecyclopropane to give a polymer with three-membered rings; the formed polymer showed a high Tg and negligible thermal decomposition up to 300°C.
Pd-catalyzed ring-opening copolymerization of 2-aryl-1-methylenecyclopropanes with CO to afford polyketones via alternating insertion of the two monomers and C - C bond activation of the three-membered ring
Kim, Sunwook,Takeuchi, Daisuke,Osakada, Kohtaro
, p. 762 - 763 (2007/10/03)
Pd-bpy complexes catalyze the ring-opening copolymerization of 2-aryl-1-methylenecyclopropanes with CO, affording the new polyketones composed of ring-opened structural units only. Kinetic and isotope-labeling studies revealed the mechanism of the reactio
Novel palladium(II)-catalyzed cyclization of aziridines and sulfur diimides
Baeg, Jin-Ook,Alper, Howard
, p. 1220 - 1224 (2007/10/02)
Bis(benzonitrile)palladium dichloride is an effective catalyst for the cyclization reaction of aziridines and sulfur diimides, in toluene, affording imidazolidinethiones in 52-70% yield. Reaction of an aziridine, labeled with 13C at one of the ring carbons, with a sulfur diimide resulted in incorporation of the label at the 2- and 5-positions of the imidazolidinethione. Thiazolidinimine formation results from the palladium(II)-catalyzed reaction of an aziridine with phenyl isothiocyanate.
Thermal isomerization of benzocyclobutene
Chapman, Orville L.,Tsou, Uh-Po Eric,Johnson, Jeffery W.
, p. 553 - 559 (2007/10/02)
Thermolysis of benzocyclobutene 13CH2, 99percent gives styrene labeled in the β (48percent), ortho (30percent), α (14percent), meta (4percent), and para (4percent) positions.The major labels (β and ortho) are consistent with a mechanism involving interconversions of the isomeric tolylmethylenes and the methylcycloheptatrienes.This mechanism also involves interconversion of o-tolylmethylene with o-xylylene and p-tolylmethylene with p-xylylene.A minor mechanism produces 25percent of styrene.This mechanism involves cleavage of the aryl carbon to the methylene carbon bond in benzocyclobutene followed by hydrogen transfer to produce styrene.Thermolysis of p-xylylene produced from paracyclophane gives styrene (55percent), p-xylene (31percent), benzocyclobutene (4percent), benzene (4percent), and toluene (3percent).Thermolysis of metacyclophane gives styrene (18percent), p-xylene (25percent), m-xylene (3percent), benzocyclobutene (1percent), benzene (7percent), and toluene (22percent).
Low-Temperature 13C-NMR. Spectroscopy of Organolithium Derivatives. - 13C,6Li-Coupling, a Powerful Structural Information
Seebach, Dieter,Haessig, Robert,Gabriel, Jozef
, p. 308 - 337 (2007/10/02)
The 13C-NMR. spectra of thirteen lithiated hydrocarbons (1c-13c, Table 2) and of eighteen α-halo-lithium carbenoids (14c-31c, Table 3) have been recorded in donor solvent (R2O, R3N) mixtures at temperatures down to -150 deg C.The organolithium species wer
Dissociative ionization of aryl-substituted vinyl bromides in the gas phase: Experimental and computational evidence for the formation of stable α-arylvinyl cations both by direct means and spontaneous exothermic isomerization of unstable isomeric ions
Apeloig, Yitzhak,Franke, Wilfried,Rappoport, Zvi,Schwarz, Helmut,Stahl, Daniel
, p. 2770 - 2780 (2007/10/02)
The kinetic energy release T which accompanies the Br· loss from ionized (E)- and (Z)-β-bromostyrenes (5 and 6) in the gas phase is higher by 0.7 ± 0.03 kcal mol-1 than that from the molecular ion of α-bromostyrene (4). Together with both colli
