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Isomerization of Di- and multifunctional allyl compounds catalyzed by ruthenium and rhodium complexes

Journal Article


Abstract


  • A method was developed for the isomerization of a series of di- and multifunctional allyl compounds (e.g. triallylamine, diallylamines, N,N-diallylamides, diallylsilanes, tetraallyloxysilane, triallyloxyboron, triallyl ortho-esters, 1,4-di- and 1,3,5-triallyloxybenzene) to the corresponding 1-propenyl derivatives. The catalysts of these reactions were the ruthenium complexes: Ru(CO)3L2, RuCl(H)(CO)L3, RuCl2L3, RuCl2L3 + NaBH4, RuH2L4 and RhH(CO)L3 (L = PPh3). The reactions were usually carried out under mild conditions in solvents or with no solvent. The products of the reactions were found to be (Z)-1-propenyl isomers mainly or almost exclusively, with high or quantitative yields. The ruthenium complexes were not observed to catalyze the isomerization reactions of allyl systems which contain strongly coorrdinating nitrogen atoms not shielded by large groups. The solvents with an active hydrogen atom were found to inhibit the isomerization catalyzed by hydride complexes.

Publication Date


  • 1997

Citation


  • Krompiec, S., Suwi¿ski, J., Grobelny, J., & Wagner, P. (1997). Isomerization of Di- and multifunctional allyl compounds catalyzed by ruthenium and rhodium complexes. Polish Journal of Chemistry, 71(6), 747-753.

Scopus Eid


  • 2-s2.0-0040678521

Start Page


  • 747

End Page


  • 753

Volume


  • 71

Issue


  • 6

Abstract


  • A method was developed for the isomerization of a series of di- and multifunctional allyl compounds (e.g. triallylamine, diallylamines, N,N-diallylamides, diallylsilanes, tetraallyloxysilane, triallyloxyboron, triallyl ortho-esters, 1,4-di- and 1,3,5-triallyloxybenzene) to the corresponding 1-propenyl derivatives. The catalysts of these reactions were the ruthenium complexes: Ru(CO)3L2, RuCl(H)(CO)L3, RuCl2L3, RuCl2L3 + NaBH4, RuH2L4 and RhH(CO)L3 (L = PPh3). The reactions were usually carried out under mild conditions in solvents or with no solvent. The products of the reactions were found to be (Z)-1-propenyl isomers mainly or almost exclusively, with high or quantitative yields. The ruthenium complexes were not observed to catalyze the isomerization reactions of allyl systems which contain strongly coorrdinating nitrogen atoms not shielded by large groups. The solvents with an active hydrogen atom were found to inhibit the isomerization catalyzed by hydride complexes.

Publication Date


  • 1997

Citation


  • Krompiec, S., Suwi¿ski, J., Grobelny, J., & Wagner, P. (1997). Isomerization of Di- and multifunctional allyl compounds catalyzed by ruthenium and rhodium complexes. Polish Journal of Chemistry, 71(6), 747-753.

Scopus Eid


  • 2-s2.0-0040678521

Start Page


  • 747

End Page


  • 753

Volume


  • 71

Issue


  • 6