1357573-07-9Relevant academic research and scientific papers
Experimental and computational bridgehead C-H bond dissociation enthalpies
Fattahi, Alireza,Lis, Lev,Tehrani, Zahra A.,Marimanikkuppam, Sudha S.,Kass, Steven R.
experimental part, p. 1909 - 1914 (2012/04/23)
Bridgehead C-H bond dissociation enthalpies of 105.7 ± 2.0, 102.9 ± 1.7, and 102.4 ± 1.9 kcal mol-1 for bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, and adamantane, respectively, were determined in the gas phase by making use of a thermodynamic cycle (i.e., BDE(R-H) = ΔH°acid(H-X) - IE(H?) + EA(X?)). These results are in good accord with high-level G3 theory calculations, and the experimental values along with G3 predictions for bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[3.1.1]heptane, and bicyclo[4.2.1]nonane were found to correlate with the flexibility of the ring system. Rare examples of alkyl anions in the gas phase are also provided.
