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Relevant academic research and scientific papers

A novel hydrogen transfer hydroalumination of alkenes with triisobutylaluminum catalyzed by Pd and other late transition metal complexes

Hydrogen transfer hydroalumination of terminal alkenes and dienes can be achieved with 1.1 equiv. of (i-Bu)3Al and catalytic amounts of Cl2Pd(PPh3)2 and other late transition metal complexes containing Co, Rh, Ni, and Pt at ambient temperature in high yields.

Hydrogen transfer hydrozirconation of alkenes with iBuZrCp2Cl catalyzed by Lewis-acidic metal compounds containing Al, Zn, Si, Ag, and Pd

The hydrozirconation reaction of monosubstituted alkenes with iBuZrCp2Cl can be significantly accelerated by catalytic amounts of various Lewis acidic metal compounds, most notably AlCl3, Me3SiI, and Pd complexes, such as Li2PdCl4 and Cl2Pd(PPh3)2.

ORGANOBORANES FOR SYNTHESIS.9. RAPID REACTION OF ORGANOBORANES WITH IODINE UNDER THE INFLUENCE OF BASE. A CONVENIENT PROCEDURE FOR THE CONVERSION OF ALKENES INTO IODIDES VIA HYDROBORATION

The reaction of organoborane with iodine is strongly accelerated by sodium hydroxide.Organoboranes derived from terminal alkenes react with the utilization of approximately two of the three alkyl groups attached to boron, providing a maximum of 67percent yield of alkyl iodide.Thus, hydroboration-iodination of 1-decene gives a 60percent yield of n-decyl iodide.Secondary alkyl groups, derived from internal alkenes, react more sluggishly and only one of the three alkyl groups attached to boron is converted to the iodide.Thus, the procedure applied to 2-butene provides a 30percent yield of 2-butyl iodide.The use of disiamylborane bis-(3-methyl-2-butylborane, Sia2BH as hydroborating agent increases the yield of iodides from terminal alkenes since the primary alkyl groups react in preference to the secondary siamyl groups.Consequently, hydroboration of 1-decene with Sia2BH, followed by iodination gives a 95percent yield of n-decyl iodide.The use of methanolic sodium methoxide in place of sodium hydroxide provides alkyl iodides in considerably higher yields.The combination of hydroboration with iodination in the presence of a base provides a convenient method for the anti-Markovnikov hydroiodination of alkenes.The base-induced iodination of organoboranes proceeds with the inversion of configuration at the reaction center, as shown by the formation of endo-2-iodonorbornane from tri-exo-norbornylborane.

REACTION OF ALKENES AND DIENES WITH t-BUTYLMAGNESIUM HALIDES AND ZIRCONOCENE DIHALIDES. A CONVENIENT PROCEDURE FOR HYDROZIRCONATION AND A NOVEL t-BUTYLZIRCONATION OF CONJUGATED ALKENES

The reaction of nonconjugated monosubstituted alkenes with t-BuMgCl and Cl2ZrCp2 at room temperature produces the corresponding monoalkylzirconium derivatives in high yields, while conjugated alkenes undergo either a novel t-butylzirconation or hydrozirconation depending on the reaction conditions.