Selective sp3 C-H activation of ketones at the β position by Ir(I). Origin of regioselectivity and water effect

Journal of the American Chemical Society

Volumn 128, Issue 38, 2006, Pages 12400-12401

  Feller, Moran ^a   Karton, Amir ^a   Leitus, Gregory ^a   Martin, Jan M L ^a   Milstein, David ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

2 BUTANONE; 3 PENTANONE; ACETONE; CARBON; CARBONYL DERIVATIVE; HYDROGEN; IRIDIUM; KETONE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; COMPLEX FORMATION; DENSITY FUNCTIONAL THEORY; DISSOCIATION; HEATING; MOLECULAR INTERACTION; OXIDATION; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; ROOM TEMPERATURE; STRUCTURE ANALYSIS; THERMODYNAMICS; X RAY ANALYSIS;

EID: 33749181732     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0641352     Document Type: Article

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23. The negative barrier is a result of using a PBE0/SDD geometry for the PBE0/SDB-cc-pVDZ single point energy calculations, the PBE0/SDD//PBE0/SDD barrier is 2.3 and 2.9 kcal/mol for the α and β C-H activations, respectively.