6670-28-6Relevant academic research and scientific papers
An N.M.R. Investigation of the Mills-Nixon Effect
Collins, Michael J.,Gready, Jill E.,Sternhell, Sever,Tansey, Charles W.
, p. 1547 - 1557 (2007/10/02)
The 4J coupling constant, previously established as a probe of bond order, was used to examine the bond orders in a series of ortho-bridged compounds: benzocyclopropene, 1,2-dihydrobenzocyclobutene, indan and tetralin.No evidence for sterically induced bond fixation (i.e. the Mills-Nixon effect) was found, but some evidence for electronic distortion in the corresponding benzylic ketones was observed.The experimental results are in accord with SCF/MO calculations.
THERMAL ADDITION REACTIONS TO BENZOCYCLOBUTENONES STUDIED BY FLASH PHOTOLYSIS
Schiess, P.,Eberle, M.,Huys-Francotte, M.,Wirz, J.
, p. 2201 - 2204 (2007/10/02)
Ortho-quinoid vinylketenes 2 have been generated thruogh flash photolysis of benzocyclobutenones 1.A kinetic study of intermolecular addition reactions of 2 competing with the recyclization 2 -> 1 reveals strikingly different substituent effects for the addition of methanol and of dienophiles.
