1687-94-1

Upstream product

• 108020-68-4 1.1-Dibrom-tetraphenyltellurophen 
• 67761-47-1 (5Z,11Z)-5,11-diphenyldibenzo[a,e][8]annulene 
• 1608-10-2 1,2,3,4-tetraphenyl-1,3-butadiene 
• 17261-24-4 5-phenylindeno<2,1-a>indene 
• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 1123215-48-4 C₃₀H₄₄Sn 
• 109744-41-4 1-iodo-2-(2-phenylethynyl)benzene 
• 501-65-5 diphenyl acetylene 
• 100-52-7 benzaldehyde 
• 5467-43-6 1,3,3-triphenylpropyne 
• 583-55-1 1-Bromo-2-iodobenzene 
• 536-74-3 phenylacetylene 
• 615-43-0 2-iodophenylamine 
• 13141-38-3 2-phenylethynylaniline 

Downstream Products

• 91861-68-6 5,10-diphenyl-5,10-dihydro-indeno[2,1-a]indene 
• 85-52-9 2-Benzoylbenzoic acid 
• 861305-11-5 2,2'-Dibenzoyl-benzil 

Relevant academic research and scientific papers

Facile synthesis of a pyrrole-fused dibenzo[a,e]pentalene and its application as a new extended, ladder-type fused aromatic system

A novel ladder-type pyrrole-fused dibenzo[a,e]pentalene, in which two benzo[a,e]pentalene units are held coplanar by a nitrogen bridge, is synthesized via double intermolecular Pd-catalyzed cascade crossover annulations. The introduction of a nitrogen bridge not only has a substantial influence on the optoelectronic properties but also improves the processability and stability. This journal is

Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C-H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive

An efficient protocol has been developed for the synthesis of larger condensed arenes from aromatic hydrocarbons and internal alkynes. This protocol uses readily available [CpRhI2]nas a catalyst and Cu(OAc)2as an oxidant and proceeds smoothly through undirected double C-H activation. The addition of trifluoroacetic acid has a crucial positive impact on the reaction selectivity and the yields of the target products. In contrast to the previously reported catalytic systems, the new conditions allow the use of both dialkyl- and diarylacetylenes with the same high efficiency.

Increased Antiaromaticity through Pentalene Connection in [ n]Cyclo-1,5-dibenzopentalenes

Conjugated nanohoops incorporating nonalternant hydrocarbons have altered optoelectronic properties compared to [n]cycloparaphenylenes or other purely aromatic hoops. We synthesized [n]cyclo-1,5-dibenzopentalenes (n = 4, 5), in which nonalternant dibenzo[a,e]pentalenes are connected through their pentalene units. This leads to an increase in antiaromatic character and low-lying LUMO energies. Calculations show puckered or entangled conformations of the precursor macrocyclic Pt-complexes. Our study proves dibenzopentalene as a versatile nonalternant building block for conjugated nanohoops with modifiable antiaromaticity and optoelectronic properties.

Iron(III)-Mediated Bicyclization of 1,2-Allenyl Aryl Ketones: Assembly of Indanone-Fused Polycyclic Scaffolds and Dibenzo[ a, e]pentalene Derivatives

The rapid construction of three-dimensional fused carbocycles is a key challenge in synthetic chemistry. Herein, an unprecedented and practical tandem Nazarov/oxidative umpolung 4π-ring closure of readily available 1,2-allenyl aryl ketones mediated by iro

MULTICYCLIC AROMATIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present specification describes a multicyclic aromatic ring compound having a novel structure and an organic light emitting device using the same.

Diaceno[a,e]pentalenes from homoannulations of o-alkynylaryliodides utilizing a unique Pd(OAc)2/n-Bu4NOAc catalytic combination

A heterogeneous catalytic system, Pd(OAc)2/n-Bu4NOAc, for the efficient synthesis of diaceno[a,e]pentalenes via a tandem Pd catalytic cycle is reported. The catalytic partner n-Bu4NOAc played indispensable and versatile ro

C-H activation route to dibenzo[a,e]pentalenes: Annulation of arylacetylenes promoted by PdCl2-AgOTf-o-chloranil

A novel catalytic C-H activation route to privileged dibenzo[a,e]pentalene (DBP) structures has been established. In the presence of PdCl2, AgOTf, and o-chloranil, a C-H/C-H annulation of arylacetylenes takes place to furnish the corresponding DBPs. A number of mechanistic experiments indicate that this new annulation occurs through alkyne-directed, ortho-selective, electrophilic aromatic C-H palladation. Not only symmetric diarylacetylenes but also unsymmetric arylacetylenes are applicable to this reaction. UV-vis absorption spectra and DFT studies on the resulting DBPs indicate a strong substituent effect on the energy levels of the HOMO and HOMO-1 of DBPs.

An indenone synthesis involving a new aminotransfer reaction and its application to dibenzopentalene synthesis

o-(Phenylethynyl)phenyllithiums, generated by treatment of o-(phenylethynyl)bromobenzenes with tBuLi, were quenched with N,N-dimethylcarboamides to afford various 2-phenylindenone derivatives in moderate to good yields upon acidic workup. The choice of lithiation reagents was critical. When n-butyllithium was used the yields were reduced. The N-alkyl groups in the carboamides were also important: quenching with N,N-diethylbenzamides also afforded 2,3-diphenylindenones as the sole isolated products, but quenching with N-benzoylpiperidine led to 2-benzoyltolane in good yield. Control experiments revealed that the reactions proceed through a multi-step reaction sequence involving a novel intramolecular transamination to the α-acetylenic carbon of the alkynyl group. The method was applicable to the synthesis of dibenzopentalene derivatives as well as various indenone derivatives. A mechanism for the reaction is discussed.

Nickel-catalyzed, cascade cycloadditions of 1-ethynyl-8-halonaphthalenes with nitriles: Synthesis, structure, and physical properties of new pyrroloarenes

The reaction of 1-ethynyl-8-halonaphthalenes 1 with nitriles in the presence of the catalytic system [NiBr2(dppe)]/Zn (dppe=1,2-bis(diphenylphosphino)ethane) is found to produce unusual pyrroloarenes 2. The carbon-nitrogen triple bond in nitril