Chemoselectivity in Catalytic C[BOND]C and C[BOND]H Bond Activation: Controlling Intermolecular Carboacylation and Hydroarylation of Alkenes

Authors

  • Michael T. Wentzel,

    1. Department of Chemistry, University of Minnesota, Twin Cities, 207 Pleasant St. SE, Minneapolis, MN 55455 (USA), Fax: (+1) 612-626-7541
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  • Venkata Jaganmohan Reddy,

    1. Department of Chemistry, University of Minnesota, Twin Cities, 207 Pleasant St. SE, Minneapolis, MN 55455 (USA), Fax: (+1) 612-626-7541
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  • Todd K. Hyster,

    1. Department of Chemistry, University of Minnesota, Twin Cities, 207 Pleasant St. SE, Minneapolis, MN 55455 (USA), Fax: (+1) 612-626-7541
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    • UMN Undergraduate Research, 2007–2008.

  • Christopher J. Douglas Prof.

    1. Department of Chemistry, University of Minnesota, Twin Cities, 207 Pleasant St. SE, Minneapolis, MN 55455 (USA), Fax: (+1) 612-626-7541
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  • We acknowledge the donors of the ACS Petroleum Research Fund for partial support (47565-G1). We thank Dr. Letitia Yao (NMR spectroscopy), Matthew Meyer and Jacob Schmidt (mass spectrometry), and UMN (start-up funds).

Abstract

original image

Verschiedene Angriffspunkte: Ob in 8-Acylchinolinen eine C-C- oder C-H-Bindung aktiviert wird, hängt vom Katalysator und vom Solvens ab (siehe Schema; cod=Cycloocta-1,5-dien). Die Aktivierung der nichtgespannten C-C-σ-Bindung resultiert nach der anschließenden intermolekularen Carboacylierung eines Olefins in der Bildung zweier neuer C-C-σ-Bindungen.

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