17261-24-4

Upstream product

• 13203-60-6 1,2-bis(2-phenylethynyl)benzene 
• 271-58-9 anthranil 
• 1109-15-5 tris(pentafluorophenyl)borate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 18629-95-3 (4bS,9bS)-5-Phenyl-4b,5,9b,10-tetrahydro-indeno[2,1-a]indene-5,10-diol 
• 14447-02-0 dipropyl acetylenedicarboxylate 
• 18629-95-3 5,10-Dihydroxy-5-phenyl-4b,5,9b,10-tetrahydro-indeno<2,1-a>inden 
• 536-74-3 phenylacetylene 
• 18629-94-2 10-Oxo-5-hydroxy-5-phenyl-4b,5,9b,10-tetrahydro-indeno<2.1-a>inden 
• 18629-93-1 1,2-Bis-<1,2-dibrom-2-phenyl-aethyl>-benzol 
• 27164-48-3 1,2-distyrylbenzenen 
• 50703-54-3 4b,9b-dihydro-indeno[2,1-a]indene-5,10-dione 
• 18629-94-2 10-hydroxy-10-phenyl-9b,10-dihydroindeno<2,1-a>inden-5<4bH>-one 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 

Downstream Products

• 23116-48-5 5-Chloro-10-phenylindeno<2,1-a>indene 
• 23116-49-6 5-Bromo-10-phenylindeno<2,1-a>indene 
• 23116-50-9 5,10-Dichlor-5-phenyl-5,10-dihydro-indeno<2.1-a>inden 
• 23116-52-1 5,5'-Diphenyl-bi--indenyl-(10,10')> 
• 23116-51-0 5,10-Dibrom-5-phenyl-5,10-dihydro-indeno<2.1-a>inden 
• 123765-09-3 5-phenyl-5,10-dihydroindeno<2,1-a>indene 
• 1687-94-1 5,10-diphenyldibenzopentalene 
• 23181-54-6 5.5'-Diphenyl-bi-<5.5a.10.10a-tetrahydro-indeno<2.1-a>indenyliden-(10.10')> 

Relevant academic research and scientific papers

Alumina-Mediated π-Activation of Alkynes

The ability to induce powerful atom-economic transformation of alkynes is the key feature of carbophilic π-Lewis acids such as gold- and platinum-based catalysts. The unique catalytic activity of these compounds in electrophilic activations of alkynes is explained through relativistic effects, enabling efficient orbital overlapping with π-systems. For this reason, it is believed that noble metals are indispensable components in the catalysis of such reactions. In this study, we report that thermally activated γ-Al2O3activates enynes, diynes, and arene-ynes in a manner enabling reactions that were typically assigned to the softest π-Lewis acids, while some were known to be triggered exclusively by gold catalysts. We demonstrate the scope of these transformations and suggest a qualitative explanation of this phenomenon based on the Dewar-Chatt-Duncanson model confirmed by density functional theory calculations.

Gold-Catalyzed Aminoaromatizations of 1,2-Bis(alkynyl)benzenes with Anthranils to Yield 1-Amino-2-napthaldehyde Products

Gold-catalyzed aminoaromatizations of 1,n-diynes with anthranils afforded 1-amino-2-napthaldehyde derivatives efficiently. In this reaction sequence, anthranils preferably attack at gold-coordinated prop-3-yn-1-ols to generate α-imino gold carbenes that e

On the Gold-Catalyzed Generation of Vinyl Cations from 1,5-Diynes

Conjugated 1,5-diynes bearing two aromatic units at the alkyne termini were converted in the presence of a gold catalyst. Under mild conditions, aryl-substituted dibenzopentalenes were generated. Calculations predict that aurated vinyl cations are key intermediates of the reaction. A bidirectional approach provided selective access to the angular annulated product in high yield, which was explained by calculations.

Dibenzopentalenes from B(C6F5)3-induced cyclization reactions of 1,2-bis(phenylethynyl)benzenes

'Lene' and mean: The strong Lewis acid B(C6F5) 3 efficiently converts some bis(arylethynyl)benzenes into dibenzopentalenes through a series of Lewis acid induced cyclization reactions at room temperature. Thus the reaction has the potential to be useful in the synthesis of substituted dibenzopentalene derivatives which are difficult to make by conventional means. Copyright

Some Unusual Reactions of 1,2-Bis(phenylethynyl)benzene with Sulfur, Carbon Monoxide and Alkyl Acetylenedicarboxyaltes

1,2-Bis(phenylethynyl)benzene (1) reacts with sulfur, carbon monoxide, and acetylenedicarboxylic esters to give unusual polycyclic products.Under exclusion of air 1 adds sulfur to give 6-phenylbenzindenothiopyran (3b) and bis(6-phenylbenzinde

Transoid Homoallylic Proton-Proton Coupling Constants

Transoid homoallylic coupling constants (5JH,H) for six compounds (5,10-dihydroindenoindene and confertifolin derivatives) of fixed stereochemistry were determined and compared with calculated values.Magnetic equivalence limited discrete determination of 5Jtrans and 5Jcis to three of these compounds.The single compound where unequivocal assignment could be made revealed 5Jtrans > 5Jcis; this was supported in two other compounds by tentative assignment.Changes in the magnitude of the couplings suggested that substantial substituent effects may be operative.INDO-MO calculations correctly predicted the angular dependence but incorrectly predicted 5Jcis > 5Jtrans.