501003-48-1Relevant academic research and scientific papers
Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes
Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 8250 - 8253 (2021/10/12)
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
Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin
supporting information, p. 3717 - 3721 (2021/05/04)
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
Intermolecular oxidative Friedel-Crafts reaction triggered ring expansion affording 9,10-diarylphenanthrenes
Jin, Tienan,Yang, Lu,Gridnev, Ilya D.,Terada, Masahiro
supporting information, p. 8920 - 8924 (2020/12/02)
A novel intermolecular tandem oxidative aromatic coupling between arylidene fluorenes and unfunctionalized aromatics mediated by a DDQ/TFA oxidation system has been developed for the construction of 9,10-diary-lphenanthrenes (DAPs). The formation of a benzylic carbocation species possessing a quaternary sp3-carbon center on the fluorene moiety by an intermolecular oxidative Friedel-Crafts reaction of two different arenes successfully triggered the subsequent ring expansion to afford DAPs.
New synthesis of dibenzofulvenes by palladium-catalyzed double cross-coupling reactions
Shimizu, Masaki,Nagao, Ikuhiro,Kiyomoto, Shin-Ichi,Hiyama, Tamejiro
, p. 1277 - 1284,8 (2020/09/09)
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.
Dications of benzylidenefluorene and diphenylmethylidene fluorene: The relationship between magnetic and energetic measures of antiaromaticity
Do, Catherine,Hatfield, Julianne,Patel, Shirali,Vasudevan,Tirla, Cornelia,Mills, Nancy S.
supporting information; experimental part, p. 181 - 187 (2011/03/19)
Oxidation of m- and p-substituted benzylidene fluorenes to antiaromatic dications was attempted by electrochemical and chemical means. Electrochemical oxidation to dications was successful for benzylidene fluorenes with p-methoxy, p-methyl, p-fluoro, and
