Isomerization of 3-functional substituted propenes in the presence of ruthenium (III) 1,3-diketonates

The role of the functional group in double bond migration in allylic systems catalysed by ruthenium hydride complexes

“…Application of A N and D N parameters does not lead to a sensible correlation. A similar lack of a simple dependence between the double bond migration rate in PhOallyl, and A N and D N of the solvents, was observed by us earlier in reactions catalysed by [Ru(acac) 3 ] [33].…”

“…The reaction was highly E-stereoselective, and replacing of Me 2 N group with Et 2 N group caused a complete lack of isomerisation. In our earlier studies, we also ascertained a very strong influence of functional group Q on the course of reactions between allylic systems and [Ru(acac) 3 ] [32,33]. When the group had high complexing power (Q = EtS, PhS(O), Me 2 N, .…”

“…Most double bond migrations studied are non-stereoselective: mixtures of isomeric 1-propenyl compounds are formed [21,[32][33][34][35][36][37][38][39]43,44,[48][49][50]60]-Scheme 4.…”

O,N‐Bidentate Ruthenium Azo Complexes as Catalysts for Olefin Isomerization Reactions

“…Allylbenzene is used as a model substrate for the isomerization applying all kinds of catalysts, such as the transition metals Ti, Zr, [28] Co, [29] Rh, [30,31] Ir, [32] Au, [33] and Ru, [34][35][36][37] or Mg, [38] or even a non-metal compound like P. [39] While 1-octene is also extensively used as a model substrate, [58] these two compounds are selected as representatives alkenes to evaluate the performance of the complexes [(η 6 -pcymene)RuCl(L n )] (n = 1-7). To investigate the catalytic activity, all ligands and precursor complexes have been screened under identical reaction conditions and no isomerization activity could be observed.…”

Isomerization of allyl aryl ethers to their 1-propenyl derivatives catalysed by ruthenium complexes

“…Simple ruthenium hydride [RuClH(CO)(PPh 3 ) 3 ] and dichloride [RuCl 2 (PPh 3 ) 3 ] complex were successfully applied to double-bond migration of functionalized alkenes [19], allyl alkyl ethers [20,21]. Also, our group has already reported successful isomerization of allyl ethers to their 1-propenyl derivatives on various ruthenium complexes [22][23][24][25][26].…”