214494-01-6

Basic information

• Product Name: [Ru(η(5)-indenyl)(bis(diphenylphosphino)methane)(η(2)-CH2=CH-C=CH(CH2)4)](tetrafluoroborate)
• CAS NO: 214494-01-6
• Molecular Weight: 795.61
• Mol File: 214494-01-6.mol

Chemical Properties

• CAS DataBase Reference: [Ru(η(5)-indenyl)(bis(diphenylphosphino)methane)(η(2)-CH2=CH-C=CH(CH2)4)](tetrafluoroborate)(CAS DataBase Reference)
• NIST Chemistry Reference: [Ru(η(5)-indenyl)(bis(diphenylphosphino)methane)(η(2)-CH2=CH-C=CH(CH2)4)](tetrafluoroborate)(214494-01-6)
• EPA Substance Registry System: [Ru(η(5)-indenyl)(bis(diphenylphosphino)methane)(η(2)-CH2=CH-C=CH(CH2)4)](tetrafluoroborate)(214494-01-6)

Safety Data

• Hazardous Substances Data: 214494-01-6(Hazardous Substances Data)

Upstream product

• 67969-82-8 tetrafluoroboric acid diethyl ether 
• 214493-83-1 Ru(η(5)-indenyl)(bis(diphenylphosphino)methane)((E)-CH=CH-C=CH-(CH2)4) 

Relevant articles and documents

Regioselective synthesis of indenylruthenium(II) vinylalkylidene complexes via proton additions to vinylalkenyl derivatives

Vinylalkenyl complexes [Ru{(E)-CH=CHCR=CH2}(η5-C9H 7)(dppm)] (dppm = bis(diphenylphosphino)methane; R = H (1a), CH3 (1b)) and [Ru{(E)-CH=CHC=CHCH2(CH2)nCH 2}-(η5-C9H7)(dppm)], (n = 1 (2a), 2 (2b), 3 (2c)) have been prepared by the regio- and stereoselective reaction of the hydride complex [RuH(η5-C9H7)(dppm)] with propargylic alcohols HC≡CC(OH)RCH3 (R = H, CH3) and cyclic alcohols. The reactions proceed through the regio- and stereoselective insertion of the alcohols in the ruthenium-hydride bonds leading to the transient hydroxyvinyl complexes [Ru{(E)-CH=CHC(OH)RCH3}(η5-C9H 7)(dppm)] and [Ru{(E)-CH=CHC(OH)CH2CH2(CH2) nCH2}(η5-C9H 7)(dppm)], which undergo a rapid dehydration process to give the final products. The hydroxyalkenyl complex [Ru{CE)-CH=CHCH2-OH}(η5-C9H 7)(dppm)] (3a) is sufficiently stable toward the dehydration and can be isolated from the insertion reaction of [RuH(η5-C9H7)(dppm)] with HC≡CCH2OH. Protonation at Cδ of the vinylalkenyl moiety of complexes 1a,b and 2a,c with HBF4·Et2O in diethyl ether affords the cationic vinylalkylidene complexes [Ru(=CHCH=CRCH3)(η5-C9H 7)(dppm)][BF4] (R = H (4a), CH3 (4b)) and [Ru{=CHCH=CCH2CH2(CH2)nCH 2}(η5-C9H7)(dppm)][BF 4] (n = 1 (4c), 3 (4e)) in good yields. The analogous vinylalkylidene complexes [Ru(=CHCH=CRPh)-(η5-C9H7)(dppm)][BF 4] (R = H (4f), Ph (4g)) are obtained via one-pot synthesis by the reaction of [RuH(η5-C9H7)(dppm)] with HC=CCR(OH)Ph (R = H, Ph) in refluxing toluene followed by the addition of an stoichiometric amount of HBF4·Et2O. However, the protonation of complex 2b is not regioselective, giving instead a mixture of the vinylalkylidene complex [Ru{=CHCH=CCH2CH2(CH2)2CH 2}(η5-C9H7)(dppm)][BF4] (4d) and the π-olefin complex [Ru-{η2-H2C=CHC=CHCH2(CH2) 2CH2}(η5-C9H 7)(dppm)][BF4] (5) in a 4/1 molar ratio. The mechanism of this process has been established by analyzing the1H NMR spectrum of the reaction of complex 2b with DBF4. It is shown that the π-olefin complex 5 is generated from the electrophilic addition at the Cβ atom of the vinylalkenyl complex 2b, which undergoes a favorable [1,2]-H shift to give 5. 1H, 31P{1H}, and 13C{1H} NMR spectroscopic data are discussed for all the novel vinylalkenyl and vinylalkylidene complexes.