Cp* iridium complexes give catalytic alkane hydroxylation with retention of stereochemistry.
A series of Cp*Ir complexes can catalyze C-H oxidation, with ceric ammonium nitrate as the terminal oxidant and water as the source of oxygen. Remarkably the hydroxylation of cis-decalin and 1,4-dimethylcyclohexane proceeds with retention of stereochemistry. With H(2)O(18), cis-decalin oxidation gave (18)O incorporation into the product cis-decalol.
Zhou
Meng
M
Chemistry Department, Yale University, P.O. Box 208107, New Haven, Connecticut 06520, USA.
Schley
Nathan D
ND
Crabtree
Robert H
RH
D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000473:Alkanes / Q000737:chemistry*; D002384:Catalysis; D002563:Cerium / Q000737:chemistry; D006900:Hydroxylation; D007495:Iridium / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000438:Alcohols; D000473:Alkanes; D009942:Organometallic Compounds; D002563:Cerium; D007495:Iridium; C004653:ceric ammonium nitrate