The Journal of Organic Chemistry

Electron demand in the transition state of the cyclopropylidene to allene ring opening

P Warner, R Sutherland

Index: Warner, Philip; Sutherland, Robert Journal of Organic Chemistry, 1992 , vol. 57, # 23 p. 6294 - 6300

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Citation Number: 30

Abstract

The electronic structure of the transition state for the cyclopropylidene to allene conversion has been probed. The methodology involved the relative rates of ring opening va trapping by MeOH for a series of variously substituted 2, 3-diarylcyclopropylidenes. With the assumption that the rate of trapping was unaffected by Substituents, a Hammett correlation was construded. The negative value (-0.72) for p indicated that the carbenic center attra& ...