Preconversion catalytic deoxygenation of phenolic functional groups. Quarterly technical progress report, December 1, 1989--May 31, 1990
The deoxygenation of phenols is a conceptually simple, but unusually difficult chemical transformation of importance in organic synthesis and commercial coal liquefaction. The phenolic C-O bond energy of 103 kcal/mol is as strong as a benzene C-H bond and over 10 kcal/mol stronger than the C-O bonds of methanol and ethanol. The deoxygenation of phenols by CO is a viable process. metallolactones, created via late transition metal orthometallation of aryloxycarbonyl ligands, may provide the essential low energy pathway for elimination of CO{sub 2}, formation of a benzyne hydride intermediate, and thereby formation of the phenyl group. In the present Pt(OAr){sub 2}(dpps) system the phenyl group produced by phenol deoxygenation is eliminated with an aryloxycarbonyl ligand to yield phenylbenzoates. For this reason we are focusing our ongoing efforts on systems which contain one aryloxide, thus removing the possibility of reductive elimination of the phenyl group prior to elimination of free arenes.
- Research Organization:
- Purdue Univ., Lafayette, IN (United States). Dept. of Chemistry
- Sponsoring Organization:
- USDOE, Washington, DC (United States)
- DOE Contract Number:
- FG22-89PC89770
- OSTI ID:
- 10152268
- Report Number(s):
- DOE/PC/89770-T7; ON: DE92015423
- Resource Relation:
- Other Information: PBD: [1990]
- Country of Publication:
- United States
- Language:
- English
Similar Records
Preconversion catalytic deoxygenation of phenolic functional groups. Quarterly technical progress report, September 1, 1989--November 30, 1989
Preconversion catalytic deoxygenation of phenolic functional groups. Quarterly technical progress report, April 1, 1992--June 30, 1992
Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
OXYGEN
REMOVAL
MOLYBDENUM
CATALYTIC EFFECTS
NICKEL
COBALT
IRON OXIDES
ALUMINIUM OXIDES
SILICON OXIDES
PROGRESS REPORT
CHEMICAL REACTION KINETICS
THERMODYNAMICS
HYDROCARBONS
PURIFICATION
PHENOLS
COAL LIQUEFACTION
CARBON MONOXIDE
CARBONYLS
LIGANDS
010402
010405
400201
PURIFICATION AND UPGRADING
HYDROGENATION AND LIQUEFACTION
CHEMICAL AND PHYSICOCHEMICAL PROPERTIES