2786-01-8

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 10074-42-7 cyclohexyllithium 
• 591-51-5 phenyllithium 

Downstream Products

• 42270-88-2 3,7-dimethyl-5-(4-trifluoromethyl-phenyl)-5H-5λ³-dibenzoiodole 
• 76539-33-8 4-(p-trifluoromethylphenyl)-1,4-(3,4)dihydropyrimidine 
• 141868-69-1 Benzyl-bis-(4-trifluoromethyl-phenyl)-phosphane 
• 90348-21-3 1-thiocyanato-4-(trifluoromethyl)benzene 
• 312-75-4 trimethyl(4-trifluoromethylphenyl)silane 
• 42933-55-1 4''-Trifluoromethyl-2-(4-trifluoromethyl-phenylsulfanyl)-[1,1';2',1'']terphenyl 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 144381-98-6 bis[4-(trifluoromethyl)phenyl]telluride 
• 185515-88-2 hexakis[4-(trifluoromethyl)phenyl]tellurium 
• 711-33-1 4-trifluoromethyl propiophenone 
• 637352-77-3 2-methylsulfanyl-4-(4-trifluoromethylphenyl)-pyrimidine 
• 817598-85-9 2-methylsulfanyl-4,6-bis-(4-trifluoromethyl-phenyl)-pyrimidine 
• 256475-07-7 (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]methanone 

Relevant academic research and scientific papers

Unexpected reactions of (cyclooctatetraene) diiron hexacarbonyl with aryllithium reagents: Crystal structures of [(CO) 3Fe(1-4-η:5-7-η-C8H9)(CO) 2Fe(COC6H5)]

The reaction of (cyclooctatetraene)diiron hexacarbonyl (1) with aryllithium reagents ArLi (Ar = C6H5, o-, m-, p-CH3C6H4, p-CH3OC6H4) in ether at low temperature afforded acylmetalate intermediates. Subsequent alkylation with Et3OBF4 in aqueous solution at 0°C gave the (8,8-dihydro-1-4-η:5-7-η-cyclooctatrienyl)tricarbonylirondicarbonyl(arylfonnacyl)iron complexes [(CO)3Fe(1-4-η:5-7-η-C8H9)(CO)2Fe(COAr)] (2a-e) (2a, Ar = C6H5; 2b, Ar = o-CH3C6H4; 2c, Ar = m-CH3C6H4; 2d, Ar = p-CH3C6H4; 2e, Ar = p-CH3OC6H4) and (1-4-η:5-8-η-cyclooctatetraene)tricarbonylirondicarbonyl[ethoxy(aryl)carbene]iron complexes [(CO)3Fe(1-4-η:5-8-η-C8H8)(CO)2FeC(OC2H5)Ar] (3a-e) (3a, Ar = C6H5; 3b, Ar = o-CH3C6H4; 3c, Ar = m-CH3C6H4; 3d, Ar = p-CH3C6H4; 3e, Ar = p-CH3OC6H4). The structures of 2a and 3a have been established by X-ray diffraction studies, which indicate that the Fe(CO)3 unit and the (CO)2Fe(COC6H5) moiety in 2a and the (CO)2FeC(OC2H5)H6H5 moiety in 3a are on opposite sides of the cyclooctatetraene ring.

Generation of Phosphonium Sites on Sulfated Zirconium Oxide: Relationship to Br?nsted Acid Strength of Surface -OH Sites

The reaction of (tBu)2ArP (1a-h), where the para position of the Ar group contains electron-donating or electron-withdrawing groups, with sulfated zirconium oxide partially dehydroxylated at 300 °C (SZO300) forms [(tBu)2ArPH][SZO300] (2a-h). The equilibrium binding constants of 1a-h to SZO300 are related to the pKa of [(tBu)2ArPH]; R3P that form less acidic phosphoniums (high pKa values) bind stronger to SZO300 than R3P that form more acidic phosphoniums (low pKa values). These studies show that Br?nsted acid sites on the surface of SZO300 are not superacidic.

Systematic synthesis and crystal structures of tetraaryltellurium compounds Ar4TeIV

Hypervalent tetraaryltellurium(IV) compounds of the type Ar4TeIV(1: Ar = C6H5; 2: Ar = p-H3CC6H4; 3: Ar = p-t-BuC6H4; 4: Ar = p-F3CC6H4) were prepared via a convenient one-pot reaction between the isolated corresponding ArLi reagent and TeCl4. X-ray crystallographic analyses of 14 revealed distorted pseudo-trigonal-bipyramidal (TBP) structures for Ar4Te and the TBP character was analyzed by the dihedral angle method.

Vinyl Carbocations Generated under Basic Conditions and Their Intramolecular C-H Insertion Reactions

Here we report the surprising discovery that high-energy vinyl carbocations can be generated under strongly basic conditions, and that they engage in intramolecular sp3 C-H insertion reactions through the catalysis of weakly coordinating anion salts. This approach relies on the unconventional combination of lithium hexamethyldisilazide base and the commercially available catalyst, triphenylmethylium tetrakis(pentafluorophenyl)borate. These reagents form a catalytically active lithium species that enables the application of vinyl cation C-H insertion reactions to heteroatom-containing substrates.

Synthesis of Benzosiloles by Intramolecular anti-Hydroarylation via ortho-C-H Activation of Aryloxyethynyl Silanes

Straightforward synthesis of benzosiloles was achieved by the invention of Pd/acid-catalyzed intramolecular anti-hydroarylation of aryloxyethynyl(aryl)silanes via ortho-C-H bond activation. The aryloxy group bound to the ethynyl carbon is the key factor for this transformation.

Relative basicities of ortho-, meta-, and para-substituted aryllithiums

(Chemical Equation Presented) The relative basicities of aryllithiums bearing methoxy, chlorine, fluorine, trifluoromethyl and trifluoromethoxy substituents at the ortho, meta, and para positions have been assessed. To this end, two aryllithiums of compar

Stannylated polynorbornenes as new reagents for a clean stille reaction

New functionalized polynorbornenes have been obtained in good yields by vinylic copolymerization of norbornene with a (norbornenyl)Sn-Bu2Cl monomer, catalyzed by [Ni(C6F5)2(SbPh 3)2]. Subsequent functionalization produces a wide variety of polymers with different -SnBu2R groups (R = aryl, vinyl, alkynyl). The polymers can be used as R-transfer reagents in Stille couplings, thereby providing easy workup and separation of the polymeric tin byproducts from the coupling products. Tin contents of around 0.05 wt% are found in the Stille products. The stannylated polymers can be recycled and reused with good efficiency.

Method for producing, via organometallic compounds, organic intermediate products

The present invention provides a process for preparing aryllithium compounds by reacting haloaliphatics with lithium metal to form a lithium alkyl and reacting the lithium alkyl with aromatic halogen compounds of formula (III) in a halogen-metal exchange reaction to form the corresponding lithium aromatics of formula (IV).

METHOD FOR THE ORGANOMETALLIC PRODUCTION OF ORGANIC INTERMEDIATE PRODUCTS BY HALOGEN-METAL EXCHANGE REACTIONS

The invention relates to a method for producing aryllithium compounds and to their reaction with suitable electrophiles to obtain compounds of formula (V), by reacting halogen aromatics (I) with lithium metal to obtain an aromatic lithium compound (II), which, as a lithiation agent, reacts with aromatic halogen compounds (III) in a halogen-metal exchange reaction to form the corresponding lithium aromatics (IV). Said aromatics can be reacted in an additional step with a corresponding electrophile to form the desired product (V). Said method is illustrated by equation (I), in which Ar represents phenyl, pyridyl or naphthyl, which are optionally substituted with a radical from the group consisting of methyl, primary, secondary or tertiary alkyl, cycloalkyl, phenyl, substituted phenyl, aryl, heteroaryl, alkoxy, dialkylamino, alkylthio, fluoro, bromo; Hal1 = fluorine, chlorine, bromine or iodine, Hal2 = chlorine, bromine or iodine; the groups X1-5 independently of one another represent either carbon, or the group XiRi (i = 1-5) represents nitrogen, or two respective adjacent groups XiRi, linked by a formal double bond, together represent O (furane), S (thiophene), NRH or NRi (pyrroles). The groups R1-5 represent substituents from the group containing hydrogen, methyl, primary, secondary or tertiary, cyclic or acyclic alkyl groups with 2 to 12 C atoms, in which optionally one or more hydrogen atoms are replaced by fluorine or chlorine, e.g. CF3, substituted cyclic or acyclic alkyl groups, alkoxy, dialkylamino, alkylamino, arylamino, diarylamino, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, alkylthio, arylthio, diarylphosphino, dialkylphosphino, alkylarylphosphino, dialkyl-, arylalkyl- or diarylaminocarbonyl, monoalkyl- or monoarylaminocarbonyl, CO2-, alkyl- or aryloxycarbonyl, hydroxyalkyl, alkoxyalkyl, fluorine or chlorine, nitro, cyano, aryl- or alkylsulphone, aryl- or alkylsulphonyl, or two respective groups R1-5 together can represent an aromatic, heteroaromatic or aliphatic fused ring.