Substituent effects in heterogeneous catalysis. VIII. Reactions of 2-methyl- and 2-ethylcyclohexanone with deuterium catalyzed by platinum metals

Journal Article · Sat Aug 01 00:00:00 EDT 1981 · J. Catal.; (United States)

DOI:https://doi.org/10.1016/0021-9517(81)90346-8· OSTI ID:6004123

Teratani, S ^[1]; Tanaka, K; Ogawa, H; Taya, K

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1. Inst. of Physical and Chemical Research, Waco, Saitama, Japan

2-Methyl and 2-ethyl derivatives of cyclohexanone were allowed to react with deuterium in t-BuOD using platinum group metals as catalysts. The product alcohols and the remaining ketone were examined by mass spectrometry. Over Ru, Os, and Ir, the simple addition of two deuterium atoms to the carbonyl linkage was predominant, accompanied by little isotopic exchange. Over Pt, however, isotopic exchange was significant and over Rh and Pd quite extensive. The samples obtained over Rh and Pd were further analyzed by NMR spectroscopy to determine the loci of the incorporated deuterium atoms. Deuterium exchange over Pd was almost entirely confined to the C(2) and C(6) positions, while that over Rh was smeared beyond these positions. These results can be accounted for by assuming the intermediacy of ..pi..-absorbed ..pi..-oxaallylic species on Pd and of ..beta..-diadsorbed species on Rh.

• OSTI ID: 6004123
• Journal Information: J. Catal.; (United States), Vol. 70:2
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
CYCLOHEXANONE
CHEMICAL REACTIONS
DEUTERIUM
ISOTOPIC EXCHANGE
DEUTERIUM COMPOUNDS
IRIDIUM
CATALYTIC EFFECTS
COMPARATIVE EVALUATIONS
OSMIUM
PLATINUM
RUTHENIUM
ALCOHOLS
CYCLOHEXANOL
KETONES
MASS SPECTROSCOPY
NMR SPECTRA
ELEMENTS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
ISOTOPES
LIGHT NUCLEI
METALS
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
PLATINUM METALS
REFRACTORY METALS
SPECTRA
SPECTROSCOPY
STABLE ISOTOPES
TRANSITION ELEMENTS
400303* - Organic Chemistry- Isotope Exchange & Isotope Separation- (-1987)