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RUTHENIUM-PHENYLTERPYRIDINE AND RUTHENIUM-8-QUINOLINETHIOLATE-PHENYLTERPYRIDINE COMPLEXES AS HOMOGENEOUS WATER AND HIGH TEMPERATURE STABLE HYDROGENATION CATALYSTS FOR BIOMASS-DERIVED SUBSTRATES

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Title: RUTHENIUM-PHENYLTERPYRIDINE AND RUTHENIUM-8-QUINOLINETHIOLATE-PHENYLTERPYRIDINE COMPLEXES AS HOMOGENEOUS WATER AND HIGH TEMPERATURE STABLE HYDROGENATION CATALYSTS FOR BIOMASS-DERIVED SUBSTRATES
Author: Sullivan, Ryan
Department: Department of Chemistry
Program: Chemistry
Advisor: Schlaf, Marcel
Abstract: The successful development of homogeneous hydrodeoxygenation (HDO) catalysts having exceptional acid, water and high temperature stability could enable a large scale production of fuels and chemicals from renewable plant materials. To this end [Ru(OH2)3(phterpy)](OTf)2 (phterpy = 4'-phenyl-2,2':6',2"-terpyridine, OTf = trifluoromethanesulfonate) was prepared and evaluated as a catalyst for the HDO of biomass derived 2,5-hexanedione and 2,5-dimethylfuran. The catalyst produces mixtures of 2,5-dimethyltetrahydrofuran and 2,5-hexanediol from these substrates, but undergoes deactivation through formation of the thermodynamically more stable [Ru(phterpy)2](OTf)2 and deposition of Ru0 under the reaction conditions. In an attempt to prevent this deactivation pathway [(Ru(NCMe)(QuS)(phterpy)](OTf) (QuS = 8-quinolinethiolate) was prepared and the achievable TON was improved but the deactivation pathway was not prevented entirely. In addition, the new catalyst showed improved selectivity for the production of 2,5-hexanediol and was capable of producing the potentially very valuable and otherwise extremely difficult to synthesize 2,5,8-nonanetriol from a renewable biomass-based substrate.
URI: http://hdl.handle.net/10214/8942
Date: 2015-07
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