Next Article in Journal
Novel Functionality of Lithium-Impregnated Titania as Nanocatalyst
Previous Article in Journal
Decoding Essential Amino Acid Residues in the Substrate Groove of a Non-Specific Nuclease from Pseudomonas syringae
Previous Article in Special Issue
Effect of a Substituent in Cyclopentadienyl Ligand on Iridium-Catalyzed Acceptorless Dehydrogenation of Alcohols and 2-Methyl-1,2,3,4-tetrahydroquinoline
Open AccessArticle

Synthesis of Tri- and Disubstituted Fluorenols and Derivatives Thereof Using Catalytic [2+2+2] Cyclotrimerization

1
Department of Organic Chemistry, Faculty of Science, Charles University, Albertov 6, 128 43 Praha 2, Czech Republic
2
Friedrich-Schiller-Universität Jena, D-07743 Fürstengraben 1, Germany
3
Department of Inorganic Chemistry, Faculty of Science, Charles University, Albertov 6, 128 43 Praha 2, Czech Republic
*
Author to whom correspondence should be addressed.
Catalysts 2019, 9(11), 942; https://doi.org/10.3390/catal9110942 (registering DOI)
Received: 6 October 2019 / Revised: 4 November 2019 / Accepted: 5 November 2019 / Published: 9 November 2019
(This article belongs to the Special Issue Transition-Metal-Catalyzed Reactions in Organic Synthesis)
A method for regioselective synthesis of 2,4-disubstituted and more highly substituted fluorenols using catalytic [2+2+2]cyclotrimerization of mono- and disubstituted diynes with terminal alkynes was explored. In the former case, the preferential formation of the 2,4-regioisomers was achieved in the presence of Cp*Ru(cod)Cl, whereas Rh-based catalysts tended to provide 3,4-regioisomers as the major products. The 2,4-disubstituted fluorenols were converted into the corresponding 9,9′-spirobifluorene derivatives and their structural and photophysical properties were evaluated. View Full-Text
Keywords: catalysis; cyclotrimerization; spirobifluorene; fluorescence; regioselectivity catalysis; cyclotrimerization; spirobifluorene; fluorescence; regioselectivity
Show Figures

Graphical abstract

MDPI and ACS Style

Caivano, I.; Kaiser, R.P.; Schnurrer, F.; Mosinger, J.; Císařová, I.; Nečas, D.; Kotora, M. Synthesis of Tri- and Disubstituted Fluorenols and Derivatives Thereof Using Catalytic [2+2+2] Cyclotrimerization. Catalysts 2019, 9, 942.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop