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

被引：14
作者：
Caivano, Ilaria [1 ]
Kaiser, Reinhard P. [1 ]
Schnurrer, Florian [1 ,2 ]
Mosinger, Jiri [3 ]
Cisarova, Ivana [3 ]
Necas, David [1 ]
Kotora, Martin [1 ]
机构：
[1] Charles Univ Prague, Fac Sci, Dept Organ Chem, Albertov 6, Prague 12843 2, Czech Republic
[2] Friedrich Schiller Univ Jena, Furstengraben 1, D-07743 Jena, Germany
[3] Charles Univ Prague, Fac Sci, Dept Inorgan Chem, Albertov 6, Prague 12843 2, Czech Republic
来源：
CATALYSTS | 2019年 / 9卷 / 11期
关键词：
catalysis; cyclotrimerization; spirobifluorene; fluorescence; regioselectivity; POLYMERIZATION VON ACETYLEN; LIGHT-EMITTING-DIODES; HOST MATERIALS; PHOSPHORESCENT OLEDS; HYDROCARBON HOST; ORTHO-LINKAGE; CYCLOADDITION; ALPHA; OMEGA-DIYNES; SPIROBIFLUORENE; ALKYNES;
D O I：
10.3390/catal9110942
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
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.
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页数：13
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