86280-09-3

Basic information

• Product Name: Brombis(2,4,6-trimethylphenyl)phosphan
• Synonyms: Brombis(2,4,6-trimethylphenyl)phosphan
• CAS NO: 86280-09-3
• Molecular Weight: 349.25
• Mol File: 86280-09-3.mol

Chemical Properties

• CAS DataBase Reference: Brombis(2,4,6-trimethylphenyl)phosphan(CAS DataBase Reference)
• NIST Chemistry Reference: Brombis(2,4,6-trimethylphenyl)phosphan(86280-09-3)
• EPA Substance Registry System: Brombis(2,4,6-trimethylphenyl)phosphan(86280-09-3)

Safety Data

• Hazardous Substances Data: 86280-09-3(Hazardous Substances Data)

Upstream product

• 576-83-0 2,4,6-trimethylphenyl bromide 
• 2633-66-1 2-mesitylmagnesium bromide 

Downstream Products

• 1435747-73-1 C₁₉H₂₅P 
• 201594-33-4 C₃₁H₃₈NOP 
• 235422-44-3 Mes₂PCH₂SnPh₃ 
• 869117-55-5 1,2-bis(dimesitylphosphanylamino)benzene 

Relevant articles and documents

CO2-Cross-Linked Frustrated Lewis Networks as Gas-Regulated Dynamic Covalent Materials

The design of structurally dynamic molecular networks can offer strategies for fabricating stimuli-responsive adaptive materials. Herein we first report a gas-responsive dynamic gel system based on frustrated Lewis pair (FLP) chemistry. Two trefoil-like m

Phosphine-catalysed reductive coupling of dihalophosphanes

Classically tetraaryl diphosphanes have been synthesized through Wurtz-type reductive coupling of halophosphanes R2PX or more recently, through the dehydrocoupling of phosphines R2PH. Catalytic variants of the dehydrocoupling reactio

Gas-Constructed Vesicles with Gas-Moldable Membrane Architectures

Integrating gas as a main building block into nanomaterial construction is a challenging mission that remains elusive. Herein, we report a gas-constructed vesicular system formed by CO2 gas and frustrated Lewis pairs (FLPs). Two molecular triad

CO2-Folded Single-Chain Nanoparticles as Recyclable, Improved Carboxylase Mimics

Emulating the function of natural carboxylases to convert CO2 under atmospheric condition is a great challenge. Herein we report a class of CO2-folded single-chain nanoparticles (SCNPs) that can function as recyclable, function-intensified carboxylase mimics. Lewis pair polymers containing bulky Lewis acidic and basic groups as the precursor, can bind CO2 to drive an intramolecular folding into SCNPs, in which CO2 as the folded nodes can form gas-bridged bonds. Such bridging linkages highly activate CO2, which endows the SCNPs with extraordinary catalytic ability that can not only catalyze CO2-insertion of C(sp3)-H for imitating the natural enzyme's function, it can also act on non-natural carboxylation pathways for C(sp2 and sp)-H substrates. The nanocatalysts are of highly catalytic efficiency and recyclability, and can work at room temperature and near ambient CO2 condition, inspiring a new approach to sustainable C1 utilization.

Polymer Meets Frustrated Lewis Pair: Second-Generation CO2-Responsive Nanosystem for Sustainable CO2 Conversion

Frustrated Lewis pairs (FLP), a couple comprising a sterically encumbered Lewis acid and Lewis base, can offer latent reactivity for activating inert gas molecules. However, their use as a platform for fabricating gas-responsive materials has not yet developed. Merging the FLP concept with polymers, we report a new generation CO2-responsive system, differing from the first-generation ones based on an acid–base equilibrium mechanism. Two complementary Lewis acidic and basic block copolymers, installing bulky borane- and phosphine-containing blocks, were built as the macromolecular FLP. They can bind CO2 to drive micellar formation, in which CO2 as a cross-linker bridges the block chains. This dative bonding endows the assembly with ultrafast response (2 can function as nanocatalysts for recyclable C1 catalysis, opening a new direction of sustainable CO2 conversion.

Frustrated Lewis Pair Polymers as Responsive Self-Healing Gels

Steric bulk prevents the formation of strong bonds between Lewis acids and bases in frustrated Lewis pairs (FLPs), where latent reactivity makes these reagents transformative in small molecule activations and metal-free catalysis. However, their use as a platform for developing materials chemistry is unexplored. Here we report a fully macromolecular FLP, built from linear copolymers that containing either a sterically encumbered Lewis base or Lewis acid as a pendant functional group. The target functional copolymers were prepared by a controlled radical copolymerization of styrene with designer boron or phosphorus containing monomers. Mixtures of the B- and P-functionalized polystyrenes do not react, with the steric bulk of the functional monomers preventing the favorable Lewis acid base interaction. Addition of a small molecule (diethyl azodicarboxylate) promotes rapid network formation, cross-linking the reactive polymer chains. The resulting gel is dynamic, can self-heal, is heat responsive, and can be reshaped by postgelation processing.

Cyclometalated iridium complexes of bis(aryl) phosphine ligands: Catalytic C-H/C-D exchanges and C-C coupling reactions

This work details the synthesis and structural identification of a series of complexes of the (η5-C5Me5)Ir(III) unit coordinated to cyclometalated bis(aryl)phosphine ligands, PR′(Ar) 2, for R′ = Me and Ar = 2,4,6-Me3C6H 2, 1b; 2,6-Me2-4-OMe-C6H2, 1c; 2,6-Me2-4-F-C6H2, 1d; R′ = Et, Ar = 2,6-Me2C6H3, 1e. Both chloride-and hydride-containing compounds, 2b-2e and 3b-3e, respectively, are described. Reactions of chlorides 2 with NaBArF (BArF = B(3,5-C 6H3(CF3)2)4) in the presence of CO form cationic carbonyl complexes, 4+, with ν(CO) values in the narrow interval 2030-2040 cm-1, indicating similar π-basicity of the Ir(III) center of these complexes. In the absence of CO, NaBArF forces κ4-P,C,C′,C″ coordination of the metalated arm (studied for the selected complexes 5b, 5d, and 5e), a binding mode so far encountered only when the phosphine contains two benzylic groups. A base-catalyzed intramolecular, dehydrogenative, C-C coupling reaction converts the κ4 species 5d and 5e into the corresponding hydrido phosphepine complexes 6d and 6e. Using CD3OD as the source of deuterium, the chlorides 2 undergo deuteration of their 11 benzylic positions whereas hydrides 3 experience only D incorporation into the Ir-H and Ir-CH 2 sites. Mechanistic schemes that explain this diversity have come to light thanks to experimental and theoretical DFT studies that are also reported.

POLYMERISATION PROCESS CATALYSED BY A BIDENTATE BISPHOSPHINE-GROUP VIII METAL COMPLEX

A process for the polymerization and copolymerization of olefins is disclosed, comprising contacting the monomeric olefin under polymerization conditions with a polymerization catalyst or catalyst system which comprises (a) a source of a Group VIII metal; (b) a bidentate phosphine ligand having the formula (R1)(R1)P-X-P(R1)(R1), where each R1 is independently selected from a phenyl group or a substitued phenyl group with the proviso that at least one of the R1 groups is a phenyl group having at least one ortho substituent, and X is a bridging group of the structure -[N]x-[P]y-[N]- where x and y are independently 0 or 1, or -C(R4)2- where R4 may be the same or different and is hydrogen or a monovavlent hydrocarbyl, substituted hydrocarbyl or hetero-hydrocarbyl group; and optionally (c) a promoter.

Rearrangements of the Methyltrimesitylphosphonium and Methylenebis(methyldimesitylphosphonium) Cation Skeletons on Treatment with Base

The treatment of methyltrimesitylphosphonium iodide (1) with sodium amide or butyllithium leads neither to the corresponding phosphorus ylide nor to the product of a Stevens rearrangement, but affords instead methylmesitylphosphane (4).The product, which is probably formed via a mesityl migration in an 2-methylenecyclohexadienylidenephosphorane intermediate (2b), is structurally characterized by detailed NMR analysis and through hydrochloride and methoiodide derivatives. - Analogous treatment of methylenebis(methyldimesitylphosphonium iodide) (10) with base leads to a pair of diastereomeric cyclic carbodiphosphoranes (12a, b), with elimination of mesitylene.The two carbodiphosphoranes are converted into the diastereomeric diphosphonium salts 13a, b with HCl.The ring closure leading to carbodiphosphorane formation is again interpreted in terms of an intramolecular process involving an 2-methylenecyclohexadienylidene intermediate.Deprotonation of the methylenebis(methyldi-o-tolylphosphonium) cation yields the corresponding carbodiphosphorane 18 without changes in the skeleton.