104854-58-2

Upstream product

• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 122-39-4 diphenylamine 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 451-46-7 4-fluorobenzoic acid ethyl ester 

Downstream Products

• 1432623-62-5 phenyl 4-(diphenylamino)benzoate 
• 1432623-61-4 (4-(diphenylamino)phenyl)(2-hydroxyphenyl)methanone 
• 1432623-60-3 2-(4-(diphenylamino)benzoyl)phenyl trifluoromethanesulfonate 
• 1432623-59-0 [1,1'-biphenyl]-2,2'-diylbis((4-(diphenylamino)phenyl)methanone) 
• 6156-37-2 4-diphenylaminobenzoic acid 
• 22875-58-7 4-Diphenylamino-(α,α-diphenylbenzylalkohol) 

Relevant academic research and scientific papers

Development of an SNAr Reaction: A Practical and Scalable Strategy to Sequester and Remove HF

A simple and operationally practical method to sequester and remove fluoride generated through the SNAr reaction between amines and aryl fluorides is reported. Calcium propionate acts as an inexpensive and environmentally benign in situ scrubbe

NaBHT Generated in Situ from BHT and NaO tBu: Crystallographic Characterization and Applications in Buchwald-Hartwig Amination

NaBHT is a valuable medium-strength base useful for many applications, particularly for Buchwald-Hartwig coupling. The structures of solvent-free NaBHT and its solvates with Et2O, THF, tBuOH, and a THF/tBuOH mixture were established using single-crystal X-ray diffraction. While [NaBHT·Et2O]2 adopts a dimeric structure and crystallizes in a monoclinic cell, [NaBHT·THF]3, [NaBHT·tBuOH]3, and [NaBHT·(THF-tBuOH)]3 prefer a trimeric structure and crystallize in cubic cells. Solvent-free [NaBHT]n is different from solvated NaBHT and from other known sodium phenolates. It is an inorganic polymer that crystallizes in an orthorhombic cell, with a NaO core spreading in the [1 0 0] direction. Agostic interactions of the tBu group hydrogens with Na, which were confirmed for all structures, may help explain the reductive properties of NaBHT. Further, interactions of BHT with tBuONa in solution and in the solid state were examined, reveraling that NaBHT does not need to be prepared from pyrophoric NaH or metallic Na every time. Instead, it can be generated efficiently in or ex situ using NaOtBu in solution or with only a stoichiometric amount of solvent to assist in bringing the reactants together. Application of this methodology was demonstrated with the efficient, solvent-free, and Pd-catalyzed C-N coupling with Pd(NHC) catalysts.

Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination

NaBHT (sodium 2,6-di-tert-butyl-4-methylphenolate), a strong, but hindered and lipophilic base, has been effectively paired with similarly lipophilic, high-reactivity Pd-NHC (N-heterocyclic carbene) catalysts to produce an ideal combination for performing

Development of an SNAr Reaction: A Practical and Scalable Strategy to Sequester and Remove HF

A simple and operationally practical method to sequester and remove fluoride generated through the SNAr reaction between amines and aryl fluorides is reported. Calcium propionate acts as an inexpensive and environmentally benign in situ scrubbe

Zirconium(IV) metallocavitands as blue-emitting materials

A series of zirconium-carboxylate metallocavitands with the general formula [(CpZr)3(μ-κ2,O′,O″CR) 3(μ3-O)(μ2-OH)3]Cl (Cp = cyclopentadienyl; R = C5H4N (5), C6/s

Paraphenylene dimers with diphenylamine donor groups: Synthesis and photophysics

A novel paraphenylene dimer (D696) with electron donating diphenylamine side chain groups has been prepared. Optical absorption measurements were theoretically and experimentally determined showing a red shift in the absortivity relative to dialkylamine f

Evaluation of aromatic amination catalyzed by palladium on carbon: A practical synthesis of triarylamines

A heterogeneous palladium on carbon (Pd/C)-catalyzed coupling between amines and aromatic halides including aromatic chlorides has been achieved using sodium tert-butoxide (NaO-t-Bu) and 1,1′-bis(diphenylphosphino)ferrocene (dppf) as a ligand in cyclopentyl methyl ether (CPME). The use of potassium tert-butoxide (KO-t-Bu) in place of NaO-t-Bu brought about the benzyne-mediated aromatic amination even without Pd/C and dppf, giving a mixture of regioisomers when 4-substituted bromobenzenes were employed as the substrate. The combination of Pd/C, dppf, NaO-t-Bu could be utilized for the syntheses of a broad range of triarylamines by replacing CPME with mesitylene which can provide a higher reaction temperature. The Pd/C could be quantitatively recovered and reused until at least the fourth cycle without any loss in catalytic activity. The quite low leaching of palladium (1.1%) was demonstrated by an inductively coupled plasma-atomic emission spectrometric analysis.

Inverse Triphenylmethylium Dyes

When in the conventional triphenymethylium dye systems of the crystal violet and malachit green type, 6 and 7, the N-donor and C(+)-acceptor centers are interchanged, the "Inverse Triphenylmethylium Dye Types" 4 and 5 are obtained, showing very similar colors.The stable models with R = phenyl (8 - 10) and R = p-tolyl (11 - 13) were investigated in more detail.The visual observations were supported by the VIS spectra which showed nearly the same longest wavelength absorption maxima for corresponding pairs of inverse and conventional dye representatives.The experimental results can be interpreted with a simple HMO-model according to which the longest wavelength absorptions correspond here to transitions of equal energy from weakly bonding to nonbonding and from nonbonding to weakly antibonding molecular orbitals, respectively.On the same basis numerous isoelectronic variants of that dye type can be envisaged.In the NMR-spectra of the new dyes, characteristically increasing deshieldings of nearly all positions are observed in going from the mono- (10(+), 13(+)) through the di- (9(++), 12(++)) to the trications (8(+++), 11(+++)). - Key words: Dyes, Di-, Tricarbeniumions, NMR Spectra, VIS Spectra