110597-10-9Relevant articles and documents
Ruthenium-assisted synthesis of gem-deuterated alkenes from monosubstituted propargyl alcohols and D2O
Bianchini, Claudio,De los Rios, Isaac,Lopez, Carlos,Peruzzini, Maurizio,Romerosa, Antonio
, p. 485 - 488 (2000)
The cyclohexenylvinylidene complex fac,cis-[(PNP)RuCl2{C=CH(C=CHCH2CH2CH2CH2)}] (2) is synthesized by reaction of mer,trans-[(PNP)RuCl2(PPh3)] (1) with 1-ethynylcyclohexanol [PNP
Intermediates in the ene reactions of singlet oxygen and N-phenyl-1,2,4-triazoline-3,5-dione with olefins
Orfanopoulos,Smonou,Foote
, p. 3607 - 3614 (2007/10/02)
The reaction between singlet oxygen and cis- and trans-2-butene-1,1,1-d3 has been studied. The product isotope effects (k(H)/k(D)) were found to be 1.38 and 1.25, respectively. Similarly, N-phenyl-1,2,4-triazoline-3,5-dione (PTAD) reacts readily with these substrates and shows isotope effects that are larger (5.36, 1.29) but in the same direction. 2-Methyl-1-propene-3,3,3-d3 is unreactive with singlet oxygen but reacts easily with PTAD with a product isotope effect of 1.25. The intermolecular (kinetic) and intramolecular (product) isotope effects on the reactions of singlet oxygen with cis-1,4-diphenyl-2-butene were found to be 1.07 and 1.50, respectively. cis-Butene is 18 times more reactive with singlet oxygen than the trans isomer. Ene reactions for both singlet oxygen and PTAD probably proceed through the reversible formation of an intermediate with structural requirements similar to a perepoxide or aziridinium imide, respectively.