Organolanthanide-catalyzed imine hydrogenation. Scope, selectivity, mechanistic observations, and unusual byproducts

Journal Article · Wed Apr 23 04:00:00 EDT 1997 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/ja963775+· OSTI ID:512906

Obora, Yasushi; Ohta, Tetsuo; Stern, C L; Marks, T J ^[1]

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1. Northwestern Univ., Evanston, IL (United States)

This paper reports a catalytic, synthetic, and molecular structure study of the Cp{prime}{sub 2}Ln/Me{sub 2}SiCp{double_prime}{sub 2}Ln-catalyzed (Cp{prime} = {eta}{sup 5}-Me{sub 5}C{sub 5}; Cp{double_prime} = {eta}{sup 5}-Me{sub 4}C{sub 5}) hydrogenation of acyclic imines to yield the corresponding amines, using well-defined precatalysts and focusing on scope, selectivity, mechanistic observations, and the information nature of several unusual organolanthanide byproducts. The results demonstrate that the rates are modest and roughly comparable to those mediated by a chiral titanocene. 49 refs., 4 figs., 5 tabs.

• OSTI ID: 512906
• Journal Information: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 16 Vol. 119; ISSN JACSAT; ISSN 0002-7863
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
40 CHEMISTRY
66 PHYSICS
CATALYSIS
CRYSTAL STRUCTURE
HYDROGENATION
IMINES
MOLECULAR STRUCTURE
NUMERICAL DATA
ORGANOMETALLIC COMPOUNDS
STOICHIOMETRY
THERMODYNAMIC PROPERTIES
TIME DEPENDENCE
X-RAY DIFFRACTION