Alicyclic Diamines. Preparation of Bis-(4-aminocyclohexyl)-methane

Barkdoll, A. E.; England, David C.; Gray, Harold; Kirk, William R.; Whitman, G. M.

doi:10.1021/ja01101a044

Cited by 24 publications

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“…Therefore, due to these interactions, the selectivity is ∼45% for DDO with RuMoP. In several works, Ru has been shown as a good ring hydrogenation catalyst for selective aromatics hydrogenation, particularly when other functionalities are present. − …”

Section: Resultsmentioning

confidence: 99%

Periodic Trends from Metal Substitution in Bimetallic Mo-Based Phosphides for Hydrodeoxygenation and Hydrogenation Reactions

Bonita

Hicks

2018

J. Phys. Chem. C

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Bimetallic phosphides are promising materials for biomass valorization, yet many metal combinations are understudied as catalysts and require further analysis to realize their superior properties. Herein, we provide the synthesis, characterization, and catalytic performance of a variety of period 4 and 5 solid solutions of molybdenum-based bimetallic phosphides (MMoP, M = Fe, Co, Ni, Ru). From the results, the charge sharing between the metals and phosphorus control the relative oxidation of Mo and reduction of P in the lattice, which were both indirectly observed in binding energy shifts in X-ray photoelectron spectroscopy (XPS) and absorption energy shifts in X-ray absorption near-edge spectroscopy (XANES). For MMoP (M = Fe, Co, Ni), the more oxidized the Mo in the bimetallic phosphide, the higher the selectivity to benzene from phenol via direct deoxygenation at 400 °C and 750 psig. This phenomenon was observed in the bimetallic materials synthesized across period 4, where aromatic selectivity and degree of Mo oxidation both decreased in the following order FeMoP ≫ CoMoP > NiMoP. Alternatively, in the case of MMoP (M = Fe, Ru), the P in RuMoP is more oxidized compared to that in FeMoP, and the selectivity toward the hydrogenation pathway increased due to the interaction between the aromatic rings and the P species on the surface. For RuMoP and NiMoP, cyclohexanol was selectively produced from phenol with >99% selectivity when the reaction temperature was lowered to 125 °C at 750 psig, whereas FeMoP and CoMoP were not active under these conditions. Last, complete deoxygenation of phenol to benzene, cyclohexane, and cyclohexene was accomplished using mixtures of RuMoP and FeMoP in flow and batch experiments. These results highlight the versatility and wide applicability of transition metal phosphides for biomass conversions.

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Section: Resultsmentioning

confidence: 99%

Periodic Trends from Metal Substitution in Bimetallic Mo-Based Phosphides for Hydrodeoxygenation and Hydrogenation Reactions

Bonita

Hicks

2018

J. Phys. Chem. C

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“…Frank R. Prince and Eli M. Pearce Corporate Chemical Research Laboratory, Allied Chemical Corporation, Morristown, New Jersey. Received January 12,1971 ABSTRACT: Differential thermal analysis data for bis(4-armnocyclohexyl)methane polyamides showed that glass transition temperatures and. melting points increased with increasing trans,trans content of the diamine.…”

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Effect of Catalyst on the Stereoregularity of the Polymer Formed from Propene Sulfide

Ivin¹,

Lillie²,

Sigwalt³

et al. 1971

Macromolecules

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Poly(propene-2-di sulfide) has been prepared from propene-24, sulfide using eight catalysts including two which were partially stereoelective. The isotactic dyad contents were determined from the nmr spectra of the methylene protons and cornpared with those previously obtained using zinc and cadmium carbonates as catalysts. The isotactic dyad content ranged from nearly 100 % for cadmium tartrate as catalyst to approximately 33 for triethyloxonium tetrafluoroborate

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Ruthenium Catalysts

Siegel

2001

Encyclopedia of Reagents for Organic Synthesis

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Alicyclic Diamines. Preparation of Bis-(4-aminocyclohexyl)-methane

Cited by 24 publications

References 0 publications

Periodic Trends from Metal Substitution in Bimetallic Mo-Based Phosphides for Hydrodeoxygenation and Hydrogenation Reactions

Periodic Trends from Metal Substitution in Bimetallic Mo-Based Phosphides for Hydrodeoxygenation and Hydrogenation Reactions

Effect of Catalyst on the Stereoregularity of the Polymer Formed from Propene Sulfide

Ruthenium Catalysts

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