By Vladimir A. D'Iakonov

Within the final 10 to fifteen years the invention of catalytic cycloalumination, cyclomagnesiation, and ethylmagnesiation reactions of olefins, dienes and allenes due to alkyl and halogen alkyl Al and Mg derivatives lower than the motion of Ti, Zr and Co complexes to procure new sessions of cyclic and acyclic organometallics particularly aluminacyclopropanes, aluminacyclopropenes, aluminacyclopentanes, aluminacyclopent-2-enes, aluminacyclopenta-2,4-dienes, magnesacyclopentanes, magnesacyclopent-2-enes, and magnesacyclopenta-2,4-dienes are one of the sound achievements within the box of natural and organometallic synthesis. those reactions are thought of on this planet clinical literature as Dzhemilev reactions. This monograph covers the information involved the published first by means of Professor Dzhemilev phenomenon of catalytic substitute of transition steel atoms in metallacarbocycles by way of non-transition steel atoms to find the money for the stated periods of organometallic compounds (OMC) and likewise the historical past of this discovery. smooth thoughts and outlooks on mechanism of those reactions in addition to the constitution of the most important intermediates liable for the formation of goal OMC are thought of.

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Extra resources for Dzhemilev Reaction in Organic and Organometallic Synthesis (Chemistry Research and Applications)

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08,11]dodec-3(4)-ene-9-spiro(2'-ethyl-2'-aluminapentane) (60a,b). 4]octanes easily reacted with S8 or Se giving rise to the corresponding spirotetrahydrothiophenes and selenophenes [137, 138] (Scheme 48). 9 12 13 Al [Z r ] Et S 8 (S e ) Et 3 Al 55 1 [Z r ] X 11 3 6 7 58 2 8 10 5 4 X = S, Se Al Et S8 S Al Et S8 S Et 3 Al 56 59 [Z r ] Et 3 Al 5 7 a ,b 6 0 a ,b [Z r ] = C p 2 Z r C l 2 Scheme 48. The catalytic cycloalumination reaction has been successfully used in the synthesis of spiro compounds.

D’yakonov 22 participation of disubstituted double bond in the formation of coordination environment of the aluminum atom (Scheme 26). X [Z r ] + Al -C 2 H 6 E t3A l Et 1. O 2 [Z r ] = C p 2 Z r C l 2 X X 2 . H 2O = O R, SR, NR 2 OH X OH 19 Scheme 26. Unlike aliphatic α-olefins, which under the effect of Cp2ZrCl2 catalyst enter the reaction with Et3Al yielding 1-ethyl-3-alkylaluminacyclopentanes, 1arylolefins such as sterene, orthor or para-methylsterene under chosen conditions gave a mixture of substituted tri- (24) and five-membered (20-23) OACs at a ratio of (20):(21):(22):(23):(24) = 50:25:15:3:7 [95] (Scheme 27).

8 h, THF) more selectively to obtain 1,2-diphenyl-1,2-bis(diethylaluminio)ethene (99) in 70% total yield (Scheme 68). In an analogous fashion, substituted 1,2-dialkyl acetylenes underwent cycloalumination to 1,2-dialuminioethenes but the yield in this reaction did not exceed 50 % [161]. Vladimir A. D’yakonov 46 R " C p 2 T i" R R 2 E t 2 A lC l , M g R R + C p 2 Ti  M g C l2 Et 2 Al " C p 2 T i" Al Et 2 R 99 Scheme 68. The authors of the work [88] have first announced that together with Ti- and Zr-containing complex catalysts, which were employed in catalytic cyclometalation of unsaturated compounds, Co phosphine complexes could provide appropriate cyclic OACs in the olefin, allene and also acetylene cycloalumination reactions with the aid of trialkyl and alkyl halogenalanes (Scheme 69).

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