Nickel
Recent Literature
Rieke Ni generated in situ was
able to promote the pinacol coupling of various carbonyls efficiently.
Another catalytically effective, cheaper and more convenient NiCl2(Cat.)/Mg/TMSCl
system was designed and developed further successfully. Single-electron
transfer (SET) mechanisms for the coupling reactions and the DL/meso
diastereoselectivity were also explained.
L. Shi, C.-A. Fan, Y.-Q. Tu, M. Wang, F.-M. Zhang, Tetrahedron, 2004, 60, 2851-2855.
Exposure of (functionalized) aryl chlorides to catalytic quantities of
nickel-on-charcoal in the presence of stoichiometric amounts of Me2NH
· BH3/K2CO3 in refluxing acetonitrile
leads to high yields of the dehalogenated arenes.
B. H. Lipshutz, T. Tomioka, K. Sato, Synlett, 2001, 970-973.
Nickel-on-graphite is a very inexpensive, heterogeneous catalyst for the
chemoselective reduction of aryl tosylates and mesylates. The catalyst can
be used under conventional heating conditions or microwave irradiation and
is recyclable without loss of activity.
B. H. Lipshutz, B. A. Frieman, T. Butler, V. Kogan, Angew. Chem. Int. Ed., 2006, 45, 800-803.
A system composed of nickel(II) chloride, lithium metal, a catalytic
polymer-supported arene, and ethanol, has been efficiently applied to the
conjugate reduction of various α,β-unsaturated carbonyl compounds under very
mild reaction conditions.
F. Alonso, I. Osante, M. Yus, Synlett, 2006,
3017-3020.
Nickel nanoparticles catalyse the reductive amination of aldehydes by transfer
hydrogenation with isopropanol at 76°C.
F. Alonso, P. Riente, M. Yus, Synlett, 2008, 1289-1292.
The reaction of 1-(methylthio)acetone with different nitriles in the presence of
triflic anhydride gave 2-substituted 5-methyl-4-methylthio-1,3-oxazoles in good
yield. The methylthio group at the C4 position can easily be removed with Raney
nickel. 4-Methylsulfonyl derivatives were prepared by the oxidation of the MeS
group with m-CPBA.
A. Herrera, R. Martinez-Alvarez, P. Ramiro, D. Molero, J. Almy, J. Org. Chem., 2006, 71, 3026-3032.
A directing-group-enabled regioselective Ir-catalyzed (3+2) cycloaddition of
azides and alkynes provides functionalized triazoles under mild conditions. The
triazene directing group can be replaced by diverse groups, including amino,
amide, halogen, and heterocycle substituents.
L. Zeng, Z. Lai, C. Zhang, H. Xie, S. Cui,
Org. Lett., 2020, 22, 2220-2224.