125643-81-4

Upstream product

• 530-48-3 1,1-Diphenylethylene 
• 1591-31-7 4-iodo-biphenyl 
• 119-61-9 benzophenone 
• 18648-66-3 1-bromo-4-(2,2-diphenylvinyl)benzene 
• 98-80-6 phenylboronic acid 
• 40237-72-7 (2-methoxyethene-1,1-diyl)dibenzene 
• 5123-05-7 2-([1,1'-biphenyl]-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 4545-20-4 benzophenone tosylhydrazone 
• 2567-29-5 p-phenylbenzyl bromide 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 3218-36-8 4-Phenylbenzaldehyde 
• 101-81-5 Diphenylmethane 
• 108-86-1 bromobenzene 
• 288105-04-4 1,1-diphenyl-2-(4-dihydroxyboronphenyl)-ethene 

Downstream Products

• 865700-94-3 (S)-3-biphenyl-2,2-diphenyloxirane 
• 865700-98-7 (R)-2-(allylamino)-2-biphenyl-1,1-diphenylethanol 
• 1480740-66-6 4-(1-bromo-2,2-diphenylvinyl)biphenyl 
• 1480740-70-2 2-(1-biphenyl-4-yl-2,2-diphenylvinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 

Relevant academic research and scientific papers

Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide

The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.

Synthesis of gem-tetraphenylethylene oligomers utilizing Suzuki reaction and their aggregation properties

Four new gem-tetraphenylethylene-based oligomers were synthesized by Suzuki coupling reaction in good yields (62-80%) and characterized by NMR, mass spectrometer and elemental analysis. The absorption maxima of the synthesized oligomers in the solution possess similar absorption bands located at 328-332 nm. They are shown to be thermally stable and emit light in blue region (404-485 nm). All the oligomers are AIE-active, emit weakly in solutions with Φf values not exceeding 4%, become strong emitters in the aggregated states and the PL intensity values increase up to 18-fold. The results of CV measurements of the oligomers showed good reversibility, indicating that the compounds have good electrochemical stability. The HOMO values of the oligomers are in the range of -5.63 to -5.61 eV. The photoluminescence properties in aggregate-state and the high HOMO energy levels of these oligomers make them applicable as an active material for a light-emitting device.

Nickel-catalyzed cross-coupling reaction of alkenyl methyl ethers with aryl boronic esters

The Ni(0)-catalyzed cross-coupling of alkenyl methyl ethers with boronic esters is described. Several types of alkenyl methyl ethers can be coupled with a wide range of boronic esters to give the stilbene derivatives.

Pd-catalyzed C=C double-bond formation by coupling of N-tosylhydrazones with benzyl halides

Pd-catalyzed reaction of N-tosylhydrazones with benzyl halides affords di- and trisubstituted olefins In high yields with excellent stereoselectivity. This coupling reaction Is supposed to proceed through a migratory insertion of Pd carbene species.

Synthesis of heavily substituted 1,2-amino alcohols in enantiomerically pure form

A simple and convenient methodology for the preparation of optically pure 2-amino-2-aryl-1,1-diphenylethanols is presented. Allylamine was found to produce the ring-opening of triaryloxiranes in a regioselective and a stereospecific fashion. Removal of the allyl protecting group provided the free 1,2-amino alcohols in enantiomerically pure form.

Synthesis, morphology, and optical properties of tetrahedral oligo(phenylenevinylene) materials

A novel topological strategy is described for designing amorphous molecular solids suitable for optoelectronic applications. In this approach, chromophores are attached to a tetrahedral point of convergence. Stilbenoid units were covalently linked to tetraphenylmethane, tetraphenyladamantane, or tetraphenylsilane cores using palladium catalyzed coupling methodology. Thus, reaction of E(C6H5X)4 (E = C and adamantane, X = I; E = Si, X = Br) with styrene or 4,4'-tert-butylvinylstilbene under Heck coupling conditions yields the corresponding tetrakis(stilbenyl) (E(STB)4) and tetrakis(4-tert- butylstyrylstilbenyl) (E((t)BuSSB)4) compounds. Similarly, reaction of 1,1- diphenyl-2-(4-dihydroxyboronphenyl)ethene or 2-(4-pinacolatoboronphenyl)-3,3- diphenylacrylonitrile with tetrakis(4-bromophenyl)methane using Suzuki coupling methodology gives tetrakis(4,4'-(2,2-diphenyl-vinyl)-1, 1'- biphenyl)methane (C(DPVBi)4) or tetrakis(4,4'-(3,3-diphenylacrylonitrile)- 1,1'-biphenyl)methane (C(DPAB)4), respectively, in good yields. Compounds with more extended conjugation can also be prepared. Thus, reaction of excess 1-(4'-tert-butylstyryl)-4-(4'-vinylstyryl)benzene with C(C6H4I)4 provides tetrakis(4-(4'-(4''-tert-butylstyryl)styryl)stilbenyl)methane (C(4R-(t)Bu)4) in low yield (~20%). The more soluble analogue, tetrakis(4-(4'-(3,5-di- tert-butylstyryl)styryl)stilbenyl)methane (C(4R-2(t)Bu)4) is prepared similarly using 1-(3',5'-di-tert-butylstyryl)-4-(4'-vinylstyryl)benzene and in better yield (~80%). Alkoxy substituents can also be used to increase solubility. Tetrakis((4-(2',5'-dioctyloxy-4'-styryl)styryl)stilbenyl)methane, C(4R-(OC8H17)2)4, was prepared by treatment of C(C6H4I)4 with excess 2,5-dioctyloxy-1-styryl-4(4'-vinylstyryl)benzene (yield ~73%). The simple stilbenyl-derivatives were found by DSC measurements and powder diffraction experiments to be crystalline compounds. Comparison of single-crystal X-ray diffraction data shows that C(STB)4 and Si(STB)4 form isomorphous crystals. The larger E((t)BuSSB)4, C(DPVBi)4, and C(DPAB)4 compounds readily form amorphous glasses with elevated glass transition temperatures (T(g) = 142190 °C) in the absence of solvent. Extending the conjugation length of the arm leads to more stable glasses. For example, the glass transition temperature of C(4R-(t)Bu)4 was measured at 230 °C. Solution phase optical spectroscopic data of E((t)BuSSB)4 (E = C, adamantane, and Si) are characteristic of the parent distyrylbenzene chromophore. Films, however, show broad and significantly red-shifted emission spectra. In contrast, C(DPVBi)4 gives absorption and emission spectra which are nearly identical between dilute solution phase samples and neat solid films. The emission of C(DPAB)4 is broad and structureless, reminiscent of exciplex or excimer emission. Films of the tetramers with longer arms (C(4R-(t)Bu)4, C(4R- 2(t)Bu)4, and C(4R-(OC8H17)2)4) show emission properties which are dependent on sample history. Annealing the sample at elevated temperature leads to red-shifted emission as a result of better interdigitation between the optically active fragments.

PHOSPHORORGANISCHE VERBINDUNGEN 120. VERSUCHE ZUM NACHWEIS VON "PHOSPHENEN" AUS GEEIGNETEN PHOSPHINSAEUREDERIVATEN DURCH ELIMINIERUNG

Phosphinicacidhalogenides with the structure C are reacted with strong bases in the presence of carbonylcompounds.The eventually as intermediates formed "phosphenes" lead with carbonyl compounds to olefines following the course of the "PO-activated olefination".The intermediates don't react with olefines (stilbene or cyclopentadiene) to an isolable adduct.Key words: Phosphinicacidhalides; phosphenes as intermediates; PO-activated olefination; synthesis of olefines.