5501-35-9

Upstream product

• 66972-63-2 1-phenyl-9H-fluorene 
• 115378-04-6 N,N-diisopropyl-2,6-diphenylbenzamide 
• 5547-35-3 [1,1':3',1''-terphenyl]-2'-carboxylic acid 
• 108-86-1 bromobenzene 
• 194470-10-5 (9-oxo-9H-fluoren-1-yl)boronic acid 
• 486-25-9 9-fluorenone 
• 591-51-5 phenyllithium 
• 591-50-4 iodobenzene 
• 100-46-9 benzylamine 
• 36804-63-4 1-bromo-9H-fluoren-9-one 
• 98-80-6 phenylboronic acid 
• 52086-21-2 1-iodo-9H-fluoren-9-one 
• 591-19-5 m-Bromoaniline 
• 380430-53-5 2-(ethoxycarbonyl)phenylboronic acid 

Downstream Products

• 66972-63-2 1-phenyl-9H-fluorene 

Relevant academic research and scientific papers

Anticancer agent synthesis designed by artificial intelligence: Pd(OAc)2-catalyzed one-pot preparation of biphenyls and its application to a concise synthesis of various diazofluorenes

We successfully synthesized the antitumor agent 1-methoxydiazofluorene via an artificial intelligence (AI)-proposed design. The pivotal biphenyl scaffold of 1-methoxydiazofluorene was constructed by applying Pd(OAc)2-catalyzed cycloaromatizatio

Modular Arene Difunctionalization of Unactivated C-O and C-H Bonds by Sequential Chromium-Catalyzed Transformations

Sequential transformations of unactivated C-O and C-H bonds under chromium catalysis are described. The use of a N-benzyl-substituted imino group as an auxiliary combined with chromium(II) chloride as a precatalyst and 2,3-dichlorobutane as an oxidant allows the arene C-O and C-H bonds to sequentially couple to arylmagnesium reagents to incorporate two identical or different aryl groups into the ortho positions of benzaldehydes.

Rapid Formation of Fluoren-9-ones via Palladium-Catalyzed External Carbon Monoxide-Free Carbonylation

A Pd-catalyzed carbonylation reaction for the synthesis of fluoren-9-ones from 2-halogenated biphenyls using phenyl formate as a carbon monoxide surrogate was achieved. The combined use of cesium carbonate and o-anisic acid resulted in a remarkable rate e

Chemoselective Ruthenium-Catalyzed C-O Bond Activation: Orthogonality of Nickel- and Palladium-Catalyzed Reactions for the Synthesis of Polyaryl Fluorenones

Ruthenium-catalyzed C-O bond activation/arylation of methoxy and O -carbamoyl-substituted fluorenones is reported. Established are new reactions of compound 1 (X = H) to aryl (2) and 1,8-diaryl (3) fluorenones. Orthogonal ruthenium-, palladium- and nickel

Spirobifluorene Regioisomerism: A Structure–Property Relationship Study

The present works report the first structure–property relationship study of a key class of organic semiconductors, that is, the four spirobifluorene positional isomers possessing a para-, meta- or ortho-linkage. The remarkable and surprising impact of the ring bridging and of the linkages on the electronic properties of the regioisomers has been particularly highlighted and rationalised. The impact of the ring bridging on the photophysical properties has been stressed with notably the different influence of the linkages and the bridge on the singlet and triplet excited states. The first member of a new family of spirobifluorenes substituted in the 1-position, which presents better performance in blue phosphorescent OLEDs than those of its regioisomers, is reported. These features highlight not only the great potential of 1-substituted spirobifluorenes, but also the remarkable impact of regioisomerism on electronic properties.

4-Amino-2,1,3-benzothiadiazole as a Removable Bidentate Directing Group for the Pd(II)-Catalyzed Arylation/Oxygenation of sp2/sp3 β-C-H Bonds of Carboxamides

In this paper, we report 4-amino-2,1,3-benzothiadiazole (ABTD) as a new bidentate directing group for the Pd(II)-catalyzed sp2/sp3 C-H activation/functionalization of various aliphatic/alicyclic/aromatic carboxamide systems. The Pd(II)-catalyzed, ABTD-directed sp3 C-H arylation/acetoxylation of aliphatic- and alicyclic carboxamides afforded the corresponding β-C-H arylated/acetoxylated carboxamides. The Pd(II)-catalyzed, ABTD-directed sp3 C-H arylation of cyclobutanecarboxamide with different aryl iodides afforded the corresponding bis β-C-H arylated cyclobutanecarboxamides having all-cis stereochemistry with a high degree of stereocontrol. The Pd(II)-catalyzed, ABTD-directed arylation/benzylation/acetoxylation/alkoxylation of ortho C(sp2)-H bonds of various benzamides afforded the corresponding ortho C-H arylated/benzylated/oxygenated benzamides. The observed regio- and stereoselectivity in the Pd(II)-catalyzed, ABTD-directed arylation/benzylation of aliphatic/alicyclic carboxamides and benzamides were ascertained from the X-ray structures of representative compounds 5g (bis-β-C(sp3)-H arylated cyclobutanecarboxamide) and 7f (ortho C(sp2)-H arylated benzamide). A brief description on the efficiency, scope, and limitations of bidentate directing group ABTD is reported.

Organic iridium coordination compound and preparation method thereof, light emitting material containing organic iridium coordination compound, and organic electroluminescent device containing organic iridium coordination compound

The present invention provides an organic iridium coordination compound, which has the following structure. The present invention further provides a preparation method of the organic iridium coordination compound, a light emitting material containing the organic iridium coordination compound, and an organic electroluminescent device containing the organic iridium coordination compound. According to the present invention, the organic iridium coordination compound can be used for light emitting materials, and the light emitting material containing the organic iridium coordination compound has advantages of good thermal stability, high light emitting efficiency, long service life and the like, and can be used in AMOLED and other fields.

Domino Oxidative [Pd]-Catalysis: One-Pot Synthesis of Fluorenones Starting from Simple Benzylamines and Iodo Arenes

A domino [Pd]-catalysis for the efficient synthesis of fluorenones is presented. The overall reaction proceeds through the formation of a five membered Pd(II)-cycle via a highly regioselective ortho C(sp2)-H activation(s) of simple benzylamine that combines with external iodo arenes to give ortho arylated products. Significantly, the reaction further activates the C(sp3)-H and C(sp2)-H (intramolecular oxidative Heck coupling) bonds to give tricyclic imine systems. Then the usual water workup affords the fused tricyclic ketones (fluorenones). Remarkably, this one-pot operation enabled the effective construction of two C-C to three C-C bonds

The expedient and regioselective metalation of unprotected biphenyl-2-, -3-, and -4-carboxylic acids

Unprotected biphenyl-2-carboxylic acid can be cleanly metalated with sec-butyllithium at the position adjacent to the carboxylate and can then be subjected to site-selective electrophilic substitution. The remote C2′-position is attacked by the superbasic

The influence of aryl substitution on the photophysics of 1-aryl-fluorenones

1-aryl-fluorenone derivatives were prepared from fluorenone via 9- fluorenone-1-boronic acid by coupling with the corresponding aryl-halides. The photophysical properties of these derivatives were found to be strongly influenced by a new CT transition, resulting in some cases in dual luminescence.