843638-98-2

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 86-73-7 9H-fluorene 
• 77295-66-0 2-(2,2-dibromovinyl)thiophene 
• 5565-85-5 5,5-dimethyl-5H-dibenzo[b,d]stannole 
• 636-72-6 2-thiophenemethanol 
• 2113-51-1 2-iodobiphenyl 
• 477727-73-4 2-(thiophen-2-yl)vinyl bromide 
• 7385-10-6 9-(trimethylsilyl)fluorene 

Relevant academic research and scientific papers

Theoretical and experimental study of donor-bridge-acceptor system: model 2-[5-(9H-fluoren-9-ylidenemethyl)thiophen-2-yl]-1,3,4-oxadiazole derivatives

Abstract: The theoretical study of the titled model acceptor-bridge-donor molecular series based on 9H-fluoren-9-ylidenemethyl and 1,3,4-oxadiazole heterocycles is presented. The subunits are linked through a thienyl moiety, and the second α-site of oxadiazole was modified. The quantum chemical model indicated that the electron-donating properties of 9H-fluoren-9-ylidenemethyl were significantly supported or suppressed by the terminal substitution of 1,3,4-oxadiazole which affected the possible semiconductivity. Finally, the possible synthesis of selected molecules is described, and the prepared derivatives were fully characterized by 1H NMR, 13C NMR, IR, and elemental analysis together with optical and electrochemical measurements. Graphical abstract: [Figure not available: see fulltext.]

Manganese catalyzed switchableC-alkylation/alkenylation of fluorenes and indene with alcohols

The usage of earth-abundant, nontoxic transition metals in place of rare noble metals is a central goal in catalysis. This would be especially interesting when the reactivity and selectivity patterns can be tuned. Herein, we introduced the first Mn-catalyzed selectiveC-alkylation and olefination of fluorene, and indene with alcohols. Various substrates including benzylic, heteroaromatic, and aliphatic primary and secondary alcohols are employed as alkylating agents. Mechanistic investigations and a kinetic study underpin the involvement of the olefinated intermediate to furnish the alkylated product.

Synthesis of 9-Fluorenylidenes via Pd-Catalyzed C-H Vinylation with Vinyl Bromides

A facile and efficient approach for the synthesis of 9-fluorenylidenes has been developed via the palladium-catalyzed cross-coupling of 2-iodobiphenyls and vinyl bromides. The reaction involves the C-H activation of 2-iodobiphenyls and dual C-C bond formations. A range of 9-fluorenylidene derivatives, including diphenyldibenzofulvenes, can be synthesized with the reaction.

Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes

An atom economical protocol for the construction of 9-(diorganomethylidene)fluorenes through palladium-catalyzed coupling reactions of 2-iodobiphenyls with alkenyl bromides has been reported. The reaction proceeds through the C-H activation/oxidative addition/reduction elimination/intramolecular Heck coupling reaction to afford a series of 9-(diorganomethylidene)fluorenes with good yields. Control experiments demonstrate that a five-membered palladacycle acts as a key intermediate and β-H elimination serves as the rate-limiting step.

An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols

An N-heterocyclic carbene-catalyzed synthesis of dibenzofulvenes and fluorenyl alcohols was developed. In the presence of 10 mol% NHC (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and 4 ? molecular sieves, 9-(trimethylsilyl)fluorene undergoes an olef

New synthesis of dibenzofulvenes by palladium-catalyzed double cross-coupling reactions

Palladium-catalyzed double cross-coupling reactions of 1,1-bis(pinacolato) borylalk-1-enes with 2,2′-dibromobiaryls and of 9-stannafluorenes with 1,1-dibromoalk-1-enes have been demonstrated to serve as new synthetic methods for dibenzofulvenes.