123492-95-5

Upstream product

• 536-74-3 phenylacetylene 

Downstream Products

• 123493-00-5 tris<(β-butylthio-β-phenyl)ethyl>phosphine oxide 
• 123492-96-6 tris(Z-phenylethenyl)phosphine oxide 
• 123492-99-9 C₂₄H₂₁PSe 
• 123492-98-8 Z,Z,Z-tristyrylphosphine sulfide 

Relevant academic research and scientific papers

Reactions of elemental phosphorus and phosphines with electrophiles in superbasic systems: XIII. Phosphorylation of phenylacetylene with active modifications of elemental phosphorus

Phosphorylation of phenylacetylene with white or activated red phosphorus (prepared from white phosphorus under the action of ionizing radiation) occurs in KOH-DMSO or KOH-HMPA systems with heat evolution and stereoselective formation of Z isomers of tris

Base-catalyzed addition of phosphine to aryl- and hetarylethynes. An efficient method for the preparation of 2-substituted trivinylphosphines

A number of Z,Z,Z-tris(1-alkenyl)phosphines 2 have been obtained in good yields from phosphine and acetylenes in the super-base system potassium hydroxide/hexamethylphosphoric triamide.

Alkylation of phosphine PH3 generated from red phosphorus

The generation of phosphine PH3 by alkaline hydrolysis of red phosphorus is realized. The subsequent alkylation of PH3 by terminal alkenes and alkynes in basic media leading to the corresponding aliphatic and vinylic phosphine derivatives can occur by two-steps or one-pot reaction by a Michael-like reaction mechanism.

CaII, YbII and SmII Bis(Amido) Complexes Coordinated by NHC Ligands: Efficient Catalysts for Highly Regio- and Chemoselective Consecutive Hydrophosphinations with PH3

The first example of intermolecular hydrophosphination of styrene, 2-vinylpyridine and phenylacetylene with PH3 catalyzed by bis-(amido) complexes [(Me3Si)2N]2M(NHC)2 (M=Ca, Yb, Sm) coordinated by NHC

Generation of phosphide anions from phosphorus red and phosphine in strongly basic systems to form organylphosphines and -oxides

Generation of phosphide anions from phosphorus red or phosphine under the action of strong bases followed by their reactions with organyl halides, electrophilic alkenes and alkynes proves to be the most straightforward and well-controlled route to mono-, di-or triorganylphosphines or phosphine oxides of diverse structure.

Reaction of red phosphorus and phosphine with aryl(hetaryl)ethenes and -ethynes

Nucleophilic addition of phosphide anions generated from phosphorus red or phosphine to ethenes and ethynes in the presence of super bases to afford organylphosphines and -oxides has been performed.

REACTION OF RED PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS. VI. IDENTIFICATION OF THE PRODUCTS OF MECHANOCHEMICALLY ACTIVATED PHOSPHORYLATION OF PHENYLACETYLENE BY THE P-KOH-HMPT TRIAD

Under conditions of mechanochemical and ultrasonic treatment, the P-KOH-HMPT triad reacts with phenylacetylene (75-80 deg C, 5 h) to form a mixture of stereoisomers of tristyrylphosphine and tristyrylphosphine oxide.The major reaction products are tris(Z,Z,Z-styryl)phosphine and tris(E,Z,Z-styryl)phosphine (Ia,b).These compounds isomerize on heating (160-165 deg C) into tris(E,E,E-styryl)phosphine.The latter, in contrast to its Z,Z,Z analog, is readily oxidizable by atmospheric oxygen into the corresponding E,E,E-isomer of tristyrylphosphine oxide.

REACTIONS OF ELEMENTARY PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS. III. REACTION OF RED PHOSPHORUS WITH PHENYLACETYLENE

The new direct reaction of red phosphorus with phenylacetylene in the presence of superbases, the basis of the preparative method of synthesis of tris(Z-styryl)phosphine, was systematically investigated.

SUPERBASE-INDUCED GENERATION OF PHOSPHIDE AND PHOSPHINITE IONS AS APPLIED IN ORGANIC SYNTHESIS

A series of new direct reactions of red phosphorus (or white) with organyl halides, alkenes and acetylenes have been developed.Reactions occur in superbasic systems, such as alkali metal hydroxide-dipolar aprotic complexing solvent (DMSO, HMPA) or under phase-transfer conditions to afford earlier inaccessible triorganylphosphines and -phosphine oxides including unsaturated ones in good yield.