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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

DOI:
10.3791/50511-v

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12:07 min

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April 01, 2013

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, ,
1Department of Chemistry,University of Pittsburgh

Chapitres

  • 00:05Titre
  • 02:33Microwave-assisted Dehydrogenative DA Reaction
  • 04:16Palladium-catalyzed Cross-coupling Reaction
  • 07:06Preparation of Dye Solution for Photophysical Studies
  • 07:50Fluorescence Emission Spectroscopy
  • 08:47Results: Synthesis and Photophysical Analysis of Functionalized Nephthalenes/Solvatochromic Fluorescent Dyes
  • 11:10Conclusion

Summary

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Traduction automatique

Microwave-assisted intramolecular dehydrogenative Diels-Alder (DA) reactions provide concise access to functionalized cyclopenta[b]naphthalene building blocks. The utility of this methodology is demonstrated by one-step conversion of the dehydrogenative DA cycloadducts into novel solvatochromic fluorescent dyes via Buchwald-Hartwig palladium-catalyzed cross-coupling reactions.

Tags

Keywords: Microwave-assistedIntramolecular Dehydrogenative Diels-Alder ReactionsFunctionalized NaphthalenesSolvatochromic DyesCyclopenta[b]naphthalenesBuchwald-Hartwig Palladium-catalyzed Cross-couplingFluorescence Spectroscopy

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