- Synthesis of Alkylated Aminofluorenes by Palladium-Catalyzed Substitution at Halofluorenes
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New N-substituted 2-amino-9,9-dialkylfluorenes optionally bearing electron-withdrawing substituents such as nitro or cyano in position 7 can be synthesized starting from 2-halo-9,9-dialkylfluorenes by Pd-catalyzed substitution with amines. Chiral amino groups can be introduced by this method too. 2-N,N-Dimethylamino-7-nitro-9H-fluorene was obtained in a convenient way by reductive amination. The N-substituted 2-amino-7-nitro-9H-fluorenes are promising candidates for fluorescence probes for femtosecond solvation dynamics.
- Saroja, Ginagunta,Pingzhu, Zhang,Ernsting, Nikolaus P.,Liebscher, Juergen
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p. 987 - 990
(2007/10/03)
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- Progress Towards a Generalized Solvent Polarity Scale: The Solvatochromism of 2-(Dimethylamino)-7-nitrofluorene and Its Homomorph 2-Fluoro-7-nitrofluorene
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More than 100 solvents and the gas phase were used to develop a solvent dipolarity-polarizability scale that combines the medium dipolarity and polarizability into a single parameter (SPP) calculated from the UV-visible spectra of 2-(dimethylamino)-7-nitrofluorene (DMANF) and its homomorph 2-fluoro-7-nitrofluorene (FNF).The proposed scale compares favourably for nonprotic solvents with existing solvent polarity scales including Kosower's Z, Dimroth and Reichardt's ET(30), Brooker's χR, Dong and Winnick's PY; Kamlet, Abboud, and Taft's ?*, and Drago's S' scale.When data are derived from electronic transitions, they provide an accurate description form the solvent effect in UV-Vis, IR, NMR, and fluorescence spectroscopy as well as in other chemical areas including thermodynamics and kinetics. - Key Words: Polarity scale/ Solvatochromism/ Solvent polarity scale
- Catalan, Javier,Lopez, Vicenta,Perez, Pilar,Martin-Villamil, Rosa,Rodriguez, Jose-Gonzalo
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p. 241 - 252
(2007/10/02)
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