Oxidation of olefins using rhodium nitro complex

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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5683988, 568365, 568309, 568426, 5684699, 568475, 556136, C07C 4528

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active

046124020

ABSTRACT:
A process for the oxidation of olefinically unsaturated substrates of the formula R--CH.dbd.CH-R' wherein R and R' are independently selected from members of the group consisting of H, alkyl, alkenyl, cycloalkyl, aryl and halo-, cyano- and ether-substituted alkyl, alkenyl, cycloalkyl and aryl which comprises reacting in the liquid phase said substrate with a rhodium nitro complex of the formula L.sub.n RhNO.sub.2, wherein n is 4 or 5 and wherein L.sub.n represents any combination of monodentate, bidentate, tridentate and tetradentate ligands such as to provide four or five bonding sites, for a time sufficient to produce an oxidized product of the formula RCH.sub.2 C(O)R' and a reduced product of the formula L.sub.n RhNO is disclosed. A preferred embodiment of the process wherein the rhodium nitro complex contains at least one ligand replaceable by olefin to be oxidized and operates to produce the oxidized product RCH.sub.2 C(O)R' in the absence of other Group VIII metals as co-catalyst is also disclosed.

REFERENCES:
patent: 4104312 (1978-08-01), Angstadt et al.
patent: 4322562 (1982-03-01), Tovrog et al.
Hitchman et al, Coordination Chem. Rev., vol. 42, pp. 55-122 (1982).
Andrews et al, J.A.C.S., vol. 103, pp. 2894-2896 (1981).
B. S. Tovrog et al., J. Am. Chem. Soc., 1980, 102, 6616-6618.

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