30625-97-9Relevant academic research and scientific papers
Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe3
Wang, Xiu,Wang, Zhenhua,Asanuma, Yuya,Nishihara, Yasushi
supporting information, p. 3640 - 3643 (2019/05/17)
Bidentate phosphine-assisted methylenation of acyl fluorides and acyl chlorides with substituted with aryl, alkenyl, and alkyl groups trimethylaluminum afforded an array of 2-substituted propene derivatives. The addition of a catalytic amount of DPPM increased an efficiency of the reactions. Trimethylaluminum as the methylenation reagent not only eliminates the presynthesis of methylene transfer reagent, but provides an efficient method for the synthesis of a series of 2-substituted propenes.
Allylic C–H Activation of Olefins by a TpMe2IrIII Compound
Cristóbal, Crispín,Santos, Laura L.,Gutiérrez-González, Rubén,álvarez, Eleuterio,Paneque, Margarita,Poveda, Manuel L.
, p. 2534 - 2542 (2016/07/06)
The IrIIIcompound [TpMe2Ir(C6H5)2(N2)] (1) [TpMe2= hydridotris(3,5-dimethylpyrazolyl)borate] reacts with 1-hexene, propene, α-methylstyrene, and 2,3-dimethylbutadiene to yield organometallic products that derive from allylic C–H activations (complexes 3 from 1-hexene, 2 from propene, 5 from α-methylstyrene, and 7, 8, and 9 from 2,3-dimethylbutadiene), in all cases along with organic products formed in catalytic (Ir-induced) dehydrogenative coupling of benzene (the solvent of the reaction) and the corresponding olefin, with the latter also acting as the hydrogen scavenger in each case. Differently, complex 1 reacts with (E)-β-methylstyrene and cyclohexadiene to yield complex 2 and the known (η4-cyclohexadiene)IrIderivative 6, respectively. Finally, compound 1 reacts under mild conditions with cyclopentadiene and methylcyclopentadiene with the generation of phenyl derivatives 11 and 12 in which the corresponding cyclopentadienyl ligand adopts the η5coordination and forces the TpMe2ligand to coordinate in the κ2mode.
COMPLEXES OF TRANSITION METALS IN THE CHEMISTRY OF CONJUGATED SYSTEMS. III. REACTION OF DIENE HYDROCARBONS WITH ORGANOMAGNESIUM COMPOUNDS IN THE PRESENCE OF SALTS AND COMPLEXES OF TRANSITION METALS
Zubritskii, L. M.,Romashchenkova, N. D.,Petrov, A. A.
, p. 2157 - 2167 (2007/10/02)
The effect of the structure of the reagents and the nature of the catalyst on the direction and selectivity in the reaction of 1,3-dienes and their derivatives with aromatic Grignard reagents was investigated.It was shown that in the presence of salts and complexes of iron(III) 1,3-alkadienes R1CH=C(R2)C(R3)=CH2 react with arylmagnesium halides to form trans-(E)-1-aryl-1,3-alkadienes, whereas the sterically hindered (R2, R3=CH3) cyclic 1,3-alkadienes and also 1,2-alkadienes give mainly adducts (1:1).Catalysis by the phosphine complexes of nickel(II) leads to the formation of telomeric (2:1) (E)-1-aryl-2,7- and (E,E)-1-aryl-2,6-alkadienes.The results demonstrate the determining role of the stereochemical conditions for the coordination of the diene in the course of the reaction and also the significant contribution from the processes of one-electron reduction of the catalyst.
Reactions of ?-Allylic Palladium Intermediates with Amines
Stakem, Francis, G.,Heck, Richard F.
, p. 3584 - 3593 (2007/10/02)
Several dimeric ?-allylic palladium chloride complexes have been prepared by addition of aryl-, hydrido-, and (carbomethoxy)palladium chlorides, prepared in situ, to various conjugated dienes.Stoichiometric reactions of several of these complexes with secondary amines were carried out and the influence of added ligands and changes in the anions in the complexes on the reactions were noted.The stoichiometric reactions were then compared to similar catalytic reactions.The evidence suggests that the products formed in the palladium-catalyzed reactions of aryl iodides and bromides with conjugated dienes and secondary amines to form arylated dienes and allylic amines involve ?-allylic palladium complexes as intermediates.
