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Title: Preconversion catalytic deoxygenation of phenolic functional groups

Technical Report ·
DOI:https://doi.org/10.2172/6041946· OSTI ID:6041946

The deoxygenation of phenols is a conceptually simple, but unusually difficult chemical transformation to achieve. Aryl carbon-oxygen bond cleavage is a chemical transformation of importance in coal liquefaction and the upgrading of coal liquids as well as in the synthesis of natural products. This proposed research offers the possibility of effecting the selective catalytic deoxygenation of phenolic functional groups using CO. A program of research for the catalytic deoxygenation of phenols, via a low energy mechanistic pathway that is based on the use of the CO/CO{sub 2} couple to remove phenolic oxygen atoms, is underway. We are focusing on systems which have significant promise as catalysts: Ir(triphos)OPh, (Pt(triphos)OPh){sup +} and Rh(triphos)OPh. Our studies of phenol deoxygenation focus on monitoring the reactions for the elementary processes upon which catalytic activity will depend: CO insertion into M-OPh bonds, CO{sub 2} elimination from aryloxy carbonyls {l brace}M-C(O)-O-Ph{r brace}, followed by formation of a coordinated benzyne intermediate.

Research Organization:
Purdue Univ., Lafayette, IN (United States). Dept. of Chemistry
Sponsoring Organization:
USDOE; USDOE, Washington, DC (United States)
DOE Contract Number:
FG22-89PC89770
OSTI ID:
6041946
Report Number(s):
DOE/PC/89770-T3; ON: DE92005198
Country of Publication:
United States
Language:
English