86-73-7Relevant articles and documents
Synthesis and thermal rearrangement of pentacyclo[6.5.0.04,12.05,10.09,13]trideca-2,6-diene
Marchand,Rajapaksa,Vidyasagar,Eckrich,Kumar
, p. 11937 - 11944 (1995)
Pentacyclo[6.5.0.04,12.05,10.09,13]trideca-2,6-diene (16) has been synthesized in five steps from 1-hydroxyhexacyclo[6.5.0.02,6.03,11.05,10.09,12]trideca n-7-one (10). Compound 16 undergoes thermal rearrangement to pentacyclo[7.4.0.02,6.03,11.05,10]trideca-7,12-diene (i.e. '[2.2.1]triblattadiene', 19). The intermediacy of cis,cisoid,cis-tricyclo[7.4.0.02,7[trideca-3,5,10,12-tetraene (18) in the thermal rearrangement of 16 was inferred via analysis of the 1H NMR spectrum of partially rearranged 16 and subsequently was further established via the results of a trapping experiment (i.e., fluorene was produced when thermal rearrangement of 16 was performed in the presence of 10% Pd/C).
Hydrogenation of 9-pyridylmethylene- and 9-benzylidene(aza)fluorenes in the presence of rhenium heptasulfide
Kolyadina,Soldatenkov,Ryashentseva,Prostakov
, p. 171 - 173 (1996)
Hydrogenation of 9-pyridylmethylene(aza)fluorenes and 9-benzylidene-4-azafluorene at 250°C and pH2 = 130 atm in the presence of Re2S7 as a catalyst occurs preferably at the exocyclic double bond of the fulvene fragment to yield pyridyl-9-(aza)fluorenylmethanes.
Surface confined ketyl radicals via samarium(II)-grafted mesoporous silicas [3]
Nagl, Iris,Widenmeyer, Markus,Grasser, Stefan,Koehler, Klaus,Anwander, Reiner
, p. 1544 - 1545 (2000)
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Palladium-Catalyzed Coupling of Biphenyl-2-yl Trifluoromethanesulfonates with Dibromomethane to Access Fluorenes
Pan, Shulei,Zhang, Yanghui,Zhu, Qiongqiong
, (2022/03/27)
A facile and efficient method has been developed for the synthesis of fluorenes by Pd-catalyzed C-H alkylation of biphenyl-2-yl trifluoromethanesulfonates. The trifluoromethanesulfonates are more readily available and more environmentally benign than biphenyl iodides, and are advantageous substrates for traceless directing-groupassisted C-H activation. The reaction generates C,C-palladacycles as the key intermediates that form two C(sp2)-C(sp3) bonds through reaction with CH2Br2. The reaction tolerates various functional groups, permitting easy access to a range of fluorene derivatives.
Solid-state construction of zigzag periphery: Via intramolecular C-H insertion induced by alumina-mediated C-F activation
Akhmetov, Vladimir,Amsharov, Konstantin,F?rtsch, Andreas,Feofanov, Mikhail
, p. 12325 - 12328 (2021/11/30)
Caryl-F bond activation has become an important and quickly developing method for construction of carbon-based materials. We report that alumina-mediated C-F bond activation (AmCFA) enables construction of PAHs with zigzag periphery. This method includes
Pd-Catalyzed Assembly of Fluoren-9-ones by Merging of C-H Activation and Difluorocarbene Transfer
Liu, Xiaobing,Sheng, Heyun,Zhou, Yao,Song, Qiuling
supporting information, p. 2543 - 2547 (2021/05/05)
We disclose a novel Pd-catalyzed assembly of fluoren-9-ones by merging of C-H activation and difluorocarbene transfer. ClCF2COONa served as a difluorocarbene precursor to be harnessed as a carbonyl source in this transformation. The current protocol enables us to afford fluoren-9-ones in high yields with excellent functional group compatibility, which also represents the first example of using difluorocarbene as a coupling partner in transition-metal-catalyzed C-H activation.