98453-65-7Relevant articles and documents
SUBSTITUENT EFFECTS ON THE RATE OF CARBENE FORMATION BY THE PYROLYSIS OF RIGID ARYL SUBSTITUTED DIAZOMETHANES
Mathur, Naresh C.,Snow, Miles S.,Young, Kent M.,Pincock, James A.
, p. 1509 - 1516 (2007/10/02)
Rate constants for the pyrolysis of 1-diazo-4,4-dimethyl-1,4-dihydronaphtalenes, 4a-4e, have been measured in methanol:6percent triethylamine.In contrast to non-rigid cases, like diphenyldiazomethanes, where all para substituents show a rate increase compared to hydrogen, these rates show a linear Hammett correlation for all para substituents with ?+ = -0.84.This observation is rationalized by a non-linear process for loss of nitrogen leading directly to the ground-state singlet of the carbene, 17.This carbene is then trapped to give ether 11.