61440-86-6

Upstream product

• 28480-27-5 cyclopropenon 
• 79135-59-4 C₂₂H₃₀N₄ 
• 135883-30-6 1-(4-tert-butylphenyl)-2-trimethylsilylethyne 
• 253185-03-4 tert-butylbenzene 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 471-25-0 Propiolic acid 
• 142-45-0 Acetylenedicarboxylic acid 
• 772-38-3 4-tert-Butylphenylacetylene 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 220006-53-1 3-(4-(tert-butyl)phenyl)propiolic acid 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 74-86-2 acetylene 
• 75-20-7 calcium carbide 

Downstream Products

• 606925-26-2 6,7-bis-(4-tert-butyl-phenyl)-5,8-bis-(3,5-di-tert-butyl-phenyl)-1,2-dihydro-cyclopenta[cd]fluoranthene 
• 1263195-46-5 (1Z,3E)-1,2-bis(4-tert-butylphenyl)-5-(dimethylamino)-5-oxopenta-1,3-dien-1-yl acetate 
• 1263195-52-3 (2E,4Z)-butyl 5-acetoxy-4,5-bis(4-tert-butylphenyl)penta-2,4-dienoate 
• 1266570-06-2 3,4-bis(4-tert-butylphenyl)-2-phenylisoquinolin-1(2H)-one 
• 1266570-04-0 11-methoxy-3-tert-butyl-5,6,13-tris(4-tert-butylphenyl)-8H-dibenzo[a,g]quinolizin-8-one 
• 1266570-01-7 3-tert-butyl-5,6,13-tris(4-tert-butylphenyl)-8H-dibenzo[a,g]quinolizin-8-one 
• 1266570-03-9 11-methyl-3-tert-butyl-5,6,13-tris(4-tert-butylphenyl)-8H-dibenzo[a,g]quinolizin-8-one 
• 1266570-05-1 11-chloro-3-tert-butyl-5,6,13-tris(4-tert-butylphenyl)-8H-dibenzo[a,g]quinolizin-8-one 
• 1380313-98-3 8,9-bis(4-tert-butylphenyl)-7,10-bis(4-iodophenyl)fluoranthene 
• 1380313-90-5 diethyl 8,9-bis(4-tert-butylphenyl)fluoranthene-7,10-dicarboxylate 
• 1610537-56-8 (E)-3-(1,2-bis(4-(tert-butyl)phenyl)vinyl)-5-bromo-N,N-diethylpicolinamide 
• 1609132-99-1 C₅₃H₅₆O₃ 

Relevant academic research and scientific papers

Synthesis and structural characterization of hexa-tert-butyl-hexa-peri- hexabenzocoronene, its radical cation salt and its tricarbonylchromium complex

The hexa-tert-butyl substituted hexa-peri-hexabenzocoronene was synthesized in an overall yield of 83% from 4-tert-butylphenylacetylene. The key step was the oxidative cyclodehydrogenation of hexa(4-tert- butylphenyl)benzene with anhydrous FeCl3 in CH2Cl2. The high solubility of hexa-tertbutyl-hexa-peri-hexabenzocoronene in common organic solvents allowed a comprehensive spectroscopic characterization of this compound in solution. Electrochemical oxidation at -30 °C in the presence of tetrabutylammonium hexafluoroarsenate led to the formation of a stable radical cation salt. Reaction of hexa-tert-butyl-hexa-peri-hexabenzocoronene with an excess of tricarbonyl(naphthalene)chromium in THF/dioxane afforded a mixture of mono- and bis-tricarbonylchromium complexes which could be separated by chromatography. The molecular structures of the parent compound, its radical cation salt and its mono- tricarbonylchromium complex were determined by X- ray analysis and discussed in detail. Remarkably, the crystal structures of these compounds are mainly dominated by the formation of dimers of the aromatic cores.

Intramolecular oxidative cyclodehydrogenation route for the synthesis of strap-like conjugated polymers

Strap-like conjugated polymers, as the promising materials with opening band gaps, are being rapidly developed for future electronic devices. A bottom-up solution-based synthesis of two novel narrow strap-like polymers on the nanometer scale was successfully achieved by intramolecular oxidative cyclodehydrogenation, and two synthesized polymer precursors were converted via palladium-catalyzed Suzuki-Miyaura polymerization. In comparison, the strap-like polymer, which has more extended conjugation, exhibits better electron transmission and planarization owing to its greater electron delocalization. Owing to their excellent thermal stability and conducting properties, these structurally well-defined nanoribbons were utilized in top-gate field-effect transistors via direct solution processing. The fabricated devices could function well in lower-voltage operations (2 V?1 s?1 at an on-off ratio of 3.67 × 103 and 0.48 cm2 V?1 s?1 at an on-off ratio of 6.25 × 103

Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates

A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.

Selective Phosphoranation of Unactivated Alkynes with Phosphonium Cation to Achieve Isoquinoline Synthesis

We herein develop a selective phosphoranation of alkynes with phosphonium cation, which directs a concise approach to isoquinolines from unactivated alkyne and nitrile feedstocks in a single step. Mechanistic studies suggest that the annulation reaction is initiated by the unprecedented phosphoranation of alkynes, thus representing a unique reaction pattern of phosphonium salts and distinguishing it from existing protocols that largely rely on the utilization of highly functionalized imines/oximes and/or highly polarized alkynes.

Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- And 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes

A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.

Synthesis of Bidentate Nitrogen Ligands by Rh-Catalyzed C-H Annulation and Their Application to Pd-Catalyzed Aerobic C-H Alkenylation

A new class of bidentate ligands was prepared by a modular approach involving Rh-catalyzed C-H annulation reactions. The resulting conformationally constrained ligands enabled the Pd-catalyzed C-H alkenylation at electron-rich and sterically less hindered positions of electron-rich arenes while promoting the facile oxidation of Pd(0) intermediates by oxygen. This newly introduced ligand class is complementary to the ligands developed for Pd-catalyzed oxidative reactions and may find broad application in transition-metal-catalyzed reactions.

Palladium-Catalyzed Cascade Dearomative Spirocyclization and C?H Annulation of Aromatic Halides with Alkynes

Described herein is a palladium-catalyzed intermolecular dearomative annulation of aryl halides with alkynes, which provides a rapid approach to a class of structurally unique spiroembedded polycyclic aromatic compounds. The cascade process is accomplished by a sequential alkyne migratory insertion, Heck-type dearomatization, and C-H bond annulation. Further optoelectronic study indicated this fused spirocyclic scaffold could be a potential host material for OLEDs, as exemplified by a fabricated red PhOLED device with a maximum external quantum efficiency of 23.0%.

Synthesis of Diarylethynes from Aryldiazonium Salts by Using Calcium Carbide as an Alkyne Source in a Deep Eutectic Solvent

An efficient method for the synthesis of diarylethynes from aryldiazonium salts by using calcium carbide as an alkyne source at room temperature in a deep eutectic solvent is described. The salient features of this protocol are an inexpensive and easy-to-handle alkyne source, a nonvolatile and recyclable solvent, mild conditions, and a simple workup procedure.

Selective Synthesis of Non-Aromatic Five-Membered Sulfur Heterocycles from Alkynes by using a Proton Acid/N-Chlorophthalimide System

A multicomponent strategy to achieve two different regioselectivities from alkynes, isothiocyanates and H2O with a proton acid/N-chlorophthalimide (NCPI) system is described to selectively obtain non-aromatic five-membered sulfur heterocycles (1,3-oxathiol-2-imines/thiazol-2(3H)-one derivatives) through multiple bond formations. The process features readily available starting materials, mild reaction conditions, broad substrate scope, good functional-group tolerance, high regio- and chemo- selectivities, gram-scale synthesis and late-stage modifications. Mechanistic studies support the proposal that the transformation process includes a combination of H2O and isothiocyanate, free-radical formation, carbonation and intramolecular cyclization to give the products. Furthermore, the 1,3-oxathiol-2-imine derivatives possess unique fluorescence characteristics and can be used as Pd2+ sensors with a “turn-off” response, demonstrating potential applications in environmental and biological fields.

The ruthenium(ii)-catalyzed C-H olefination of indoles with alkynes: The facile construction of tetrasubstituted alkenes under aqueous conditions

An environmentally-friendly and facile protocol for the construction of tetrasubstituted alkenes has been established with Ru(ii)-catalyzed C-H bond functionalizations under mild conditions. The method features the usage of readily available substrates, without external oxidants and additives, 100% atom economy, and excellent regioselectivity, thus enhancing the practicability of this protocol. Moreover, this transformation proceeded smoothly under aqueous conditions and could be extended to the gram scale. N-Methoxyamide, as a directing group (DG), played a vital role in the transformation.