78808-27-2

Upstream product

• 1666-13-3 diphenyl diselenide 
• 611-19-8 1-chloro-2-(chloromethyl)benzene 
• 2179-79-5 phenyl selenocyanate 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 18255-05-5 benzyl phenyl selenide 
• 591-50-4 iodobenzene 
• 10175-31-2 1-(2-chlorophenyl)-N,N-dimethylmethanamine 

Downstream Products

• 80447-88-7 2-methyl-3-chlorobenzyl phenyl selenide 
• 25144-38-1 (E)-2,2'-dichlorostilbene 
• 4346-64-9 selenoanisole 
• 78808-34-1 9-anthrylmethyl phenyl selenide 
• 18255-05-5 benzyl phenyl selenide 
• 6639-40-3 1,2-bis(2-chlorophenyl)ethane 
• 1666-13-3 diphenyl diselenide 
• 80447-84-3 (o-chlorobenzyl)methylphenylselenonium tetrafluoroborate 

Relevant academic research and scientific papers

Selenium-Directed ortho-C-H Borylation by Iridium Catalysis

An iridium-catalyzed selenium-directed ortho-C-H borylation of benzyl selenide derivatives was successfully developed. This is the first example where selenium is used as a directing group in C-H borylation. The reaction was carried out using the tricyclohexylphosphine ligand for an improved catalytic efficiency. Various substrates were tolerated and afforded either ortho-monoborylated products (substrates bearing ortho-or meta-substituents) or diborylated products (substrates bearing para-substituents) in good yields. This study provides an efficient synthetic method for the preparation of a variety of organoselenium compounds.

Metal-free synthesis of unsymmetrical selenides from pyridinium salts and diselenides catalysed by visible light

We report the first metal-free selenolations of pyridinium salts with diselenides to prepare unsymmetrical organoselenides catalysed by visible light. This protocol is an efficient and green method for the preparation of unsymmetrical organoselenides because metal-free conditions and readily accessible diselenides are used.

Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides

A new protocol was developed to synthesize (enantioenriched) thioethers and selenoethers from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These syntheses were promoted by the presence of weak base and did not require the use of any transition metal, and resulted in the target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. This journal is

Sigmatropic Rearrangement of Ylides Derived from Benzylic Selenonium Salts

The sigmatropic rearrangement of a series of ylides derived from benzylic selenonium salts has been observed.These ylides alkyl or aryl o-methylbenzyl selenides.The competition between nucleophilic displacement and ylide formation in the reaction of base with benzylic selenonium salts has been evaluated.

Flash Pyrolysis of Selenides. Syntheses of Bibenzyls, Olefins, and Related Compounds

Pyrolyses of a series of selenides and diselenides were studied. Selenides and diselenides bound with an active methylene group like benzyl gave a variety of substituted bibenzyls and related ethane derivatives in high yields. Other diselenides were easily caused to cleave to give various aromatic and aliphatic olefins in good yields together with elemental selenium. Lepidopterene, paracyclophane, and benzocyclobutene were prepared by thermal cleavage of their corresponding phenylselenomethyl-substituted compounds as an application of the pyrolysis concerned.