Direct observation of the cyclopropene-vinylcarbene rearrangement. Matrix isolation of bicyclo [3.1. 0] hexa-3, 5-dien-2-ones

G Bucher, W Sander

Index: Bucher, Goetz; Sander, Wolfram Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1346 - 1351

Full Text: HTML

Citation Number: 40

Abstract

3c-g, while 4b is photostable under the same conditions. The photochemical 4-3 rearrangement is completely reversible: infrared irradiation or visible light irradiation (A> 470 nm) of the cyclopropenea 3 lead back to triplet carbenea 4 quantitatively. In addition, several of the 1, Sbridged cyclopropenea 3 undergo a thermal rearrangement to give carbenes 4. This indicates that the highly strained cyclopropenes 3 are thermodynamically lese stable ...