Transition metal catalysis of hydrogen shuttling in coal liquefaction: Quarterly technical progress report, 12/1/86-2/28/87

Technical Report · Wed Apr 01 04:00:00 EST 1987

OSTI ID:6343180

Eisch, J J

During the tenth quarter of this three-year grant the following aspects of this study were pursued: (1) the homogeneous, nickel(0)-catalyzed disproportionation of dihydroaromatics into aromatics and tetrahydroaromatics was investigated for the cases of dihydrobenzenes(1,2- and 1,4), dihydronaphthalenes (1,2- and 1,4), 9,10-dihydroanthracene, 9,10-dihydrophenanthrene and 4,5-dihydropyrene; (2) the hydrogen shuttling between different aromatic dihydro donors and aromatic acceptors was examined under attempted nickel(0)- and Lewis acid-catalysis; (3) the hydrogen transfer between dihydroazaaromatic systems and Schiff bases, as exemplified by the reaction between 1,2-dihydroquinolines and benzalaniline, was found to be acid-catalyzed; (4) the nickel(0)-catalyzed cleavage of carbon-carbon bonds was explored with 1,2,3-triphenylcyclopropene, phenylated ethanes, diphenylcyclobutenes and related systems; and (5) the synergistic catalysis of nickel(0) and Lewis acids on intermolecular hydrogen transfer was put to the test. The outstanding finding is that hydrogen transfer is subject to both nickel(0) catalysis and Lewis acid catalysis by organoaluminum compounds, such as methylaluminum chlorides. In fact, the combined use of both nickel(0) and methylaluminum chloride gives a synergistic catalysis to the transfer of hydrogen between 9,10-dihydroanthracene and diphenylethenes, such as 1,1-diphenylethene and trans-1,2-diphenylethene. This finding encourages us to test whether we can catalyze the conversion of Ar-CH==CH-Ar systems into carbon-bond cleaved fragments, Ar-CH/sub 3/. Such a process would aid the liquefaction of coals at lower temperatures.

• Research Organization: State Univ. of New York, Binghamton (USA)
• DOE Contract Number: FG22-84PC70786
• OSTI ID: 6343180
• Report Number(s): DOE/PC/70786-T10; ON: DE87012710
• Country of Publication: United States
• Language: English

Related Subjects

01 COAL, LIGNITE, AND PEAT
010405* -- Coal
Lignite
& Peat-- Hydrogenation & Liquefaction
CATALYSTS
CATALYTIC EFFECTS
COAL LIQUEFACTION
COAL LIQUIDS
FLUIDS
HYDROGEN TRANSFER
LIQUEFACTION
LIQUIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
THERMOCHEMICAL PROCESSES
TRANSITION ELEMENT COMPOUNDS