(118)Higher Aliphatic Nitriles II

A mild hydration of nitriles catalysed by copper(ii) acetate.

A simple, mild and general procedure for the hydration of nitriles to amides using copper as catalyst and promoted by N,N-diethylhydroxylamine is described. The reaction can be conducted in water at low temperature in short reaction times. This new procedure allows amides to be obtained from a wide range of substrates in excellent yields.

The Heat Capacity of Solid Aliphatic Crystals: II.

In the preceding issue of these PROCZEDINGS, the fact of characteristic frequencies for non-polar bonds was introduced into the Born-Karman heat capacity equations, which were then, with certain approximations, brought into a general simplified form for non-polar compounds.' With the aid of these simplified equations, the heat capacities of some organic solids will now be. calculated and compar...

Trimereation of Aromatic Nitriles

Regiospecific decarboxylative allylation of nitriles.

Palladium-catalyzed decarboxylative alpha-allylation of nitriles readily occurs with use of Pd(2)(dba)(3) and rac-BINAP. This catalyst mixture also allows the highly regiospecific alpha-allylation of nitriles in the presence of much more acidic alpha-protons. Thus, the reported method provides access to compounds that are not readily available via base-mediated allylation chemistries. Lastly, m...

Chiral Cu(II)-catalyzed enantioselective β-borylation of α,β-unsaturated nitriles in water

The promising performance of copper(II) complexes was demonstrated for asymmetric boron conjugate addition to α,β-unsaturated nitriles in water. The catalyst system, which consisted of Cu(OAc)2 and a chiral 2,2'-bipyridine ligand, enabled β-borylation and chiral induction in water. Subsequent protonation, which was accelerated in aqueous medium, led to high activity of this asymmetric catalysis...