175023-75-3

Upstream product

• 20541-49-5 bis(p-chlorophenyl) diselenide 
• 536-74-3 phenylacetylene 
• 60805-87-0 p-chlorobenzeneselenenyl bromide 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 621-82-9 Cinnamic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 103-64-0 bromostyrene 

Downstream Products

• 888027-58-5 trans-Pt[(E)-C(H)C(H)(Ph))](Se(C₆H₄Cl-p))(PPh₃)2 

Relevant academic research and scientific papers

Hypervalent iodine in synthesis 44: Stereoselective synthesis of vinylic selenides by the reaction of sodium selenolates with vinyl (phenyl) iodonium salts

Vinylic selenides have been prepared stereoselectively by the reaction of sodium selenolates with vinyl(phenyl)iodonium salts with retention or inversion of the configurations.

A highly efficient and reusable MCM-41-immobilized bipyridine copper(I) catalyst for the C-Se coupling of organoboronic acids with diaryl diselenides

A highly efficient MCM-41-immobilized bipyridine copper(i) complex [MCM-41-bpy-CuI] was prepared from 4,4'-bis[3-(triethoxysilyl)propylaminomethyl]-2,2'-bipyridine via immobilization on the mesoporous material MCM-41, followed by reaction with CuI. In the presence of 5 mol% MCM-41-bpy-CuI, the cross-coupling reaction of organoboronic acids with diaryl diselenides proceeded smoothly in DMSO/H2O (2/1) at 110°C under air to afford a variety of diorganyl selenides in good to excellent yields. This heterogeneous copper catalyst can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decrease in activity.

Transition-metal free synthesis of diaryl vinyl selenides: A simple synthetic approach with high selectivity

A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and β-bromo styrene under transition-metal free conditions in N,N′-dimethyl propylene urea and 130 °C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands.

Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides

We described herein the use of glycerol as a novel solvent in the cross-coupling reaction of diaryl diselenides with vinyl bromides catalyzed by CuI. This cross-coupling reaction was performed with diaryl diselenides and (Z)- or (E)-vinyl bromides bearing electron-withdrawing and electron-donating groups, affording the corresponding vinyl selenides in good to excellent yields. The mixture glycerol/catalyst can be directly reused for further cross-coupling reactions.

Stereoselective synthesis of (E)-vinylic selenides via hydrozirconation of alk-1-ynes

Hydrozirconation of alk-1-ynes 1 gives organozirconium(IV) complexes 2, which are trapped with arylselenenyl bromides to afford (E)-vinylic selenides 3 in high yields.

Stereoselective synthesis of (E)-vinylic selenides

1-Alkynes react with Cp2Zr(H)Cl(Cp = η5-C5H5) giving organozirconium(IV) complexes, which are trapped with diaryl diselenides to afford (E)-vinylic selenides.