2 research outputs found
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
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, NiÂ(acac)<sub>2</sub>, and an appropriately tuned phosphine ligand, PPh<sub>2</sub>Cy, resulted in the exclusive assembly of the <i>s-gauche</i> 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 <i>s-gauche</i> 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
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
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, NiÂ(acac)<sub>2</sub>, and an appropriately tuned phosphine ligand, PPh<sub>2</sub>Cy, resulted in the exclusive assembly of the <i>s-gauche</i> 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 <i>s-gauche</i> 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