144602-89-1Relevant academic research and scientific papers
The first example of transitionmetal-catalyzed hydroselenation of acetylenes
Kuniyasu, Hitoshi,Ogawa, Akiya,Sato, Ken-Ichiro,Ryu, Iihyong,Sonoda, Noboru
, p. 5525 - 5528 (1992)
A variety of transition metal complexes catalyzed the regioselective hydroselenation of acetylenes. In particular, the palladium acetate-catalyzed reaction afforded the Markovnikov adducts with high selectivity.
Exclusive selectivity in the one-pot formation of C-C and C-Se bonds involving Ni-catalyzed alkyne hydroselenation: Optimization of the synthetic procedure and a mechanistic study
Orlov, Nikolay V.,Chistyakov, Igor V.,Khemchyan, Levon L.,Ananikov, Valentine P.,Beletskaya, Irina P.,Starikova, Zoya A.
, p. 12111 - 12121 (2014)
A unique Ni-catalyzed transformation is reported for the one-pot highly selective synthesis of previously unknown monoseleno-substituted 1,3-dienes starting from easily available terminal alkynes and benzeneselenol. The combination of a readily available catalyst precursor, Ni(acac)2, and an appropriately tuned phosphine ligand, PPh2Cy, resulted in the exclusive assembly of the s-gauche diene skeleton via the selective formation of C-C and C-Se bonds. The unusual diene products were stable under regular experimental conditions, and the products maintained the s-gauche geometry both in the solid state and in solution, as confirmed by X-ray analysis and NMR spectroscopy. Thorough mechanistic studies using ESI-MS revealed the key Ni-containing species involved in the reaction.
