Theoretical study of photoinduced epoxidation of olefins catalyzed by ruthenium porphyrin

Journal of Physical Chemistry A

Volumn 115, Issue 18, 2011, Pages 4774-4785

  Ishikawa, Atsushi ^a   Sakaki, Shigeyoshi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION BARRIERS; C-O BOND FORMATION; CAS-SCF; CATALYTIC CYCLES; COMPUTATIONAL RESULTS; DENSITY FUNCTIONAL THEORY METHODS; DFT METHOD; EPOXIDATION REACTIONS; MODEL COMPLEXES; N-HEXENE; NATURAL ORBITALS; OXIDATION STATE; PHOTO-INDUCED; PHOTOCATALYZED; PORPHYRIN MOIETIES; PORPHYRIN RINGS; QUANTITATIVE LEVEL; RUTHENIUM PORPHYRIN; SPIN POPULATION; THEORETICAL STUDY; TRANSITION STATE; VARIOUS SUBSTRATES;

CATALYTIC OXIDATION; CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; ELECTRONIC PROPERTIES; ELECTRONIC STRUCTURE; EPOXIDATION; ETHYLENE; RUTHENIUM; RUTHENIUM COMPOUNDS; STYRENE; THERMOMECHANICAL PULPING PROCESS;

PORPHYRINS;

ALKENE; EPOXIDE; METALLOPORPHYRIN; RUTHENIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; PHOTOCHEMISTRY; QUANTUM THEORY; STEREOISOMERISM; SYNTHESIS;

ALKENES; CATALYSIS; EPOXY COMPOUNDS; METALLOPORPHYRINS; MOLECULAR STRUCTURE; PHOTOCHEMICAL PROCESSES; QUANTUM THEORY; RUTHENIUM; STEREOISOMERISM;

EID: 79955869049     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp200650q     Document Type: Article

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41. a value is not different very much among these olefins, the present result suggests that the olefin which forms a more stable olefin adduct is more reactive in this epoxidation reaction if other factors are not different very much; in other words, our results indicate that styrene is more reactive than n -hexene in this expoxidation reaction, as shown in Figure 4. This is because the styrene adduct is much more stable than the n -hexene adduct. Certainly, the experimental work reported that the quantum yield of the epoxidation of styrene is moderately larger than that of n -hexene. (16) However, it is also noted that other factors such as π and π* orbital energies, steric effect, and strain energy, etc., would influence the reactivity.