Why metal-oxos react with dihydroanthracene and cyclohexadiene at comparable rates, despite having different C-H bond strengths. A computational study

Johannes E.M.N. Klein, Büsra Dereli, Larry Que, Chris Cramer

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

1,4-Cyclohexadiene (CHD) and 9,10-dihydroanthracene (DHA) are two substrates used to probe the steric requirements of metal-oxo oxidants in H-atom-transfer (HAT) reactions, based on the assumption that they have comparable C-H bond dissociation enthalpies (BDEs). We use computations to demonstrate that the BDE of DHA is ∼3.5 kcal mol-1 larger than that of CHD and that their often comparable reactivity is based on a competing interplay of bond strengths and favorable van der Waals interactions.

Original languageEnglish (US)
Pages (from-to)10509-10512
Number of pages4
JournalChemical Communications
Volume52
Issue number69
DOIs
StatePublished - Jan 1 2016

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Enthalpy
Metals
Oxidants
Atoms
Substrates
1,4-cyclohexadiene

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Why metal-oxos react with dihydroanthracene and cyclohexadiene at comparable rates, despite having different C-H bond strengths. A computational study. / Klein, Johannes E.M.N.; Dereli, Büsra; Que, Larry; Cramer, Chris.

In: Chemical Communications, Vol. 52, No. 69, 01.01.2016, p. 10509-10512.

Research output: Contribution to journalArticle

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