2007
DOI: 10.1002/ejoc.200601100
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The Thermal Transformations of Bicyclopropylidene and Methylenespiropentane Revisited

Abstract: The overall and the individual rate constants of the unimolecular thermal isomerization of methylenespiropentane (4)

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Cited by 7 publications
(5 citation statements)
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“…Recently, de Meijere's group studied the rate constant of this transformation and that of methylenespiropentane at elevated temperature. 83 An interesting example of photochemical rearrangement has been described by Creary's group. Upon irradiation with UV light (350 nm), some 3,3-dimethyl-2-acylmethylenecyclopropanes, like 246, undergo rearrangement to afford isopropylidenecyclopropanes like 247 (Scheme 67).…”
Section: Alkylidenecyclopropanes 21 Syntheses Of Methylene-and Alkyli...mentioning
confidence: 99%
See 2 more Smart Citations
“…Recently, de Meijere's group studied the rate constant of this transformation and that of methylenespiropentane at elevated temperature. 83 An interesting example of photochemical rearrangement has been described by Creary's group. Upon irradiation with UV light (350 nm), some 3,3-dimethyl-2-acylmethylenecyclopropanes, like 246, undergo rearrangement to afford isopropylidenecyclopropanes like 247 (Scheme 67).…”
Section: Alkylidenecyclopropanes 21 Syntheses Of Methylene-and Alkyli...mentioning
confidence: 99%
“…Recently, de Meijere’s group studied the rate constant of this transformation and that of methylenespiropentane at elevated temperature …”
Section: Alkylidenecyclopropanesmentioning
confidence: 99%
See 1 more Smart Citation
“…In addition to thermal 134 137 It was demonstrated that in the presence of catalytic amounts of Pd(OAc) 2 combined with CuBr 2 , 137 or PtCl 2 , 136 a range of non-substituted alkylidenecyclopropanes were converted into the corresponding non-substituted cyclobutenes in moderate-to-high yields (41e93%). Moreover, Shi et al have found that 3-methylenecyclopropylmethyl sulfonates could be easily isomerised into the corresponding 3-methylenecyclobutyl analogues by simple silica gel chromatography in moderate-to-good yields (30e77%).…”
Section: Rearrangementsmentioning
confidence: 99%
“…De Meijere et al studied the thermal rearrangement of bicyclopropylidene 59 into methylene-A C H T U N G T R E N N U N G spiropentane 237, as depicted in Scheme 79. [112,130] These authors demonstrated that the second cyclopropane ring in 59 exerted virtually no influence on the kinetics of the thermal rearrangement of one of its methylenecyclopropane subunits. The negligible effect of the second methylenecyclopropane ring was explained by the "locking-in" of its strain energy during the rearrangement.…”
Section: Rearrangementsmentioning
confidence: 99%