Biscyclopropylcarbinyl system

An interesting example of a biscyclopropylcarbinyl system where the leaving group is on a four-membered ring is provided in the work of Masamune and coworkers The first... 

Gajewski and Shih have studied a biscyclopropylcarbinyl system 98 arrayed around a five-membered ring. The rate of hydrolysis of 98 in 90 % aqueous acetone was reported to... 

In a different biscyclopropylcarbinyl system encompassing a five-membered ring, the quadricyclyl system (100), the effect of the second cyclopropane ring is not so pronounced The relative rates given are for ) -naphthalenesulfonate (0) NS) acetolysis at 25 °C. Richey and Buckley have suggested as an explanation that the... 

A number of different biscyclopropylcarbinyl systems around a six-membered ring have been studied. Lambert and coworkers have investigated the solvolysis of the cis-cis-tricyclo[5.1.0.0 ]octan-2-yl p-nitrobenzoate (101) in 85% dioxane. 

In the course of an unsuccessful search for the tris-homotropylium cation, Ohkata and Paquette studied several biscyclopropylcarbinyl systems around a seven-membered ring. Some of their relative rate data for 3,5-dinitrobenzoate solvolyses in 80 %... 

Comparisons of the solvolysis rates in 80 % aqueous acetone of the secondary dispiro derivatives 45 and 46 with a suitable model compound 47 revealed only small rate differences despite the possibility of cyclic conjugation involving interaction of a jr-system with a biscyclopropylcarbinyl cation Such an ion might have been anticipated to show unusual stability as a cyclic delocalized six-electron system. The product from the benzo... 

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See also in sourсe #XX -- [ , ]

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