84988-34-1Relevant academic research and scientific papers
Experimental determination of the heat of hydrogenation of phenylcyclobutadiene
Fattahi, Alireza,Lis, Lev,Kass, Steven R.
, p. 13065 - 13069 (2005)
The heat of hydrogenation of phenylcyclobutadiene (ΔH° hyd = 57.4 ± 4.9 kcal mol-1) was determined via a thermodynamic cycle by carrying out gas-phase measurements on 1-phenylcyclobuten-3-yl cation. This leads to an antiaromatic destabilization energy of 27 ± 5 kcal mol-1, a difference of 9.6 ± 4.9 kcal mol-1 for the first and second C-H bond dissociation energies of 1-phenylcyclobutene, and an estimate of 96 ± 5 kcal mol-1 for the heat of formation of cyclobutadiene. These results are compared to G3, G3(MP2), and B3LYP computations and represent the first experimental measurements of the energy of a monocyclic cyclobutadiene.
