147091-56-3Relevant academic research and scientific papers
Methylenecyclopropanes in elimination and addition reactions: Quantification of the effects of strain
Volta, Luca,Stirling, Charles J. M.
experimental part, p. 1508 - 1522 (2010/03/24)
The effect of strain in 1,2-elimination reactions that form methylenecyclopropanes has been evaluated for a series of leaving groups. The worse the leaving group, the greater is the inhibitory effect of strain build-up, which reaches 50% of the excess enthalpy differential for the poorest leaving group studied. In nucleophilic addition to an electrophilic methylenecyclopropane, comparison of strained and unstrained systems shows that about 60% of the excess enthalpy differential promotes the reactivity of the strained system.
The effect of strain on reactivity: Poor leaving groups increase strain-induced inhibition of alkene-forming elimination
Volta, Luca,Stirling, Charles J. M.
, p. 2481 - 2482 (2007/10/03)
Elimination to form a carbon-carbon double bond exocyclic to a cyclopropane ring is inhibited by factors which increase from 1.4 to 104.5 as the leaving group becomes poorer; strain induced in the transition structure can amount to some 50% of
Cycloaddition of (Phenylsulfonyl)-1,2-propadienes with Diazomethane. Novel Rearrangement Reactions of the Resulting Cycloadducts
Padwa, Albert,Filipkowski, Michelle A.,Kline, Donald N.,Murphree, S. Shaun,Yeske, Philip E.
, p. 2061 - 2067 (2007/10/02)
The cycloaddition reactions of several phenylsulfonyl-substituted allenes with diazomethane have been investigated.The major products formed were identified as 3-(phenylsulfonyl)-4-methylene-2-pyrazolines.These pyrazolines engage in a variety of mechanist
