112549-07-2

Usage

Structure

Phosphole derivative with a phenyl group attached to the phosphorus atom and four methyl groups attached to the carbon atoms of the phosphole ring

Reactivity

Highly reactive

Versatility

Versatile building block in organic synthesis

Use

Often used as a ligand in organometallic chemistry for catalytic processes

Potential applications

Pharmaceutical, agrochemical, and material science industries

Electronic and steric properties

Unique

Safety precautions

Proper handling and safety precautions are necessary when working with 1-Phenyl-2,3,4,5-tetramethylphosphole in laboratory settings due to its reactivity and potential hazards.

Upstream product

• 503-17-3 dimethylacetylene 
• 644-97-3 Dichlorophenylphosphine 
• 84101-39-3 1,1-bis(cyclopentadienyl)-2,3,4,5-tetramethylzirconacyclopentadiene 
• 1291-32-3 zirconocene dichloride 
• 1079-66-9 chloro-diphenylphosphine 
• 638-21-1 phenylphosphane 

Downstream Products

• 342908-85-4 C₄(CH₃)4PC₆H₅Mo(CO)5 
• 342908-86-5 (C₄(CH₃)4PC₆H₅)2Mo(CO)4 
• 342908-86-5 (C₄(CH₃)4PC₆H₅)2Mo(CO)4 
• 1597478-09-5 cis-[PtCl₂(1-phenyl-2,3,4,5-tetramethylphosphole)2] 
• 1425266-43-8 1-phenyl-2,3,4,5-tetramethylphosphole selenide 
• 1425266-23-4 Au(1-phenyl-2,3,4,5-tetramethylphosphole)NTf₂ 
• 1425266-16-5 chloro-1-phenyl-2,3,4,5-tetramethylphosphole gold(I) 
• 1425266-38-1 (1,5-cyclooctadiene)RhCl(1-phenyl-2,3,4,5-tetramethylphosphole) 
• 1356412-27-5 2,3,4,5-tetramethylphospholyl(diphenylphosphino)methane 
• 1356412-22-0 3,4-dimethylphospholyl(diphenylphosphinoborane)methane 
• 1356412-21-9 2,3,4,5-tetramethylphospholyl(diphenylphosphinoborane)methane 

Relevant academic research and scientific papers

Low-spin 1,1′-diphosphametallocenates of chromium and iron

We report two anionic diphosphametallocenates, [K(2.2.2-crypt)][M(PC4Me4)2] (M = Cr, 2-Cr; Fe, 2-Fe). Both are low-spin (S = ?) by EPR spectroscopy and SQUID magnetometry. This contrasts the high-spin (S = ) ferrocenate, [K(2.2.2-crypt)][Fe(C5H2-1,2,4-tBu)2] (4-Fe). Quantum chemical calculations suggest this is due to significant differences in ligand field splitting of the d-orbitals which also explain structural features in the 2-M complexes. This journal is

Evidence for Iron-Catalyzed α-Phosphinidene Elimination with Phenylphosphine

The ubiquitous half-sandwich iron complex [CpFe(CO)2Me] (Cp=η5-C5H5) appears to be a catalyst for α-phosphinidene elimination from primary phosphines. Dehydrocoupling reactions provided initial insight into this unusual reaction mechanism, and trapping reactions with organic substrates gave products consistent with an α elimination mechanism, including a rare example of a three-component reaction. The substrate scope of this reaction is consistent with generation of a triplet phosphinidene. In all, this study presents catalytic phosphinidene transfer to unsaturated organic substrates.

π-complex compounds

π-complex compounds and in particular metallocene compounds of formula (Ia)(Ib), in which πI and πII represent π-systems, D designates a donor atom and A designates an acceptor atom, D and A being linked by a reversible coordinative bond such that the donor group assumes a positive (partial) charge and the acceptor group assumes a negative (partial) charge, at least one of D and A being part of the associated π-system in each case, M stands for a transition metal of the 3rd, 4th, 5th or 6th subgroup of the (Mendelian) periodic system of elements, X designates an anion equivalent and n designates the number zero, one, two three or four depending on the charges of M and those of πI and πII, are novel and can be used as catalysts for the (co)polymerization of olefins, i-olefins, alkines and/or diolefins or for ring-opening polyaddition.

Metallacycle transfer from zirconium to main group elements: A versatile synthesis of heterocycles

The reaction of zirconium metallacycles is used to produce a variety of main group heterocycles including borole Diels-Alder dimers, galloles, indacyclopentadienes, siloles, germoles, stannoles, phospholes, arsoles, stiboles, bismoles, thiophenes, selenophenes, dihydrothiophenes, dihydroselenophenes, tetrahydrothiophenes, tetrahydro-selenophenes, stannacyclopentanes, phospholenes, and isothiazoles. An X-ray crytallographic study of the borole DielsAlder dimer of 1-phenyl-2,3,4,5-tetramethylborole is discussed and compared with the structure of 7-norbornenyl carbenium ions. The scope and potential for this metallacycle transfer reaction are delineated.