118015-39-7Relevant academic research and scientific papers
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.
