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Tandem gold/silver-catalyzed cycloaddition/hydroarylation of 7-aryl-1,6-enynes to form 6,6-diarylbicyclo[3.2.0]heptanes.

Publication ,  Journal Article
Robertson, BD; Brooner, REM; Widenhoefer, RA
Published in: Chemistry (Weinheim an der Bergstrasse, Germany)
April 2015

Mixtures of [{PCy2(o-biphenyl)}AuCl] and AgSbF6 catalyze the tandem cycloaddition/hydroarylation of 7-aryl-1,6-enynes with electron-rich arenes to form 6,6-diarylbicyclo[3.2.0]heptanes in good yield under mild conditions. Experimental observations point to a mechanism involving gold-catalyzed cycloaddition followed by silver-catalyzed hydroarylation of a bicyclo[3.2.0]hept-1(7)-ene intermediate.

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Published In

Chemistry (Weinheim an der Bergstrasse, Germany)

DOI

EISSN

1521-3765

ISSN

0947-6539

Publication Date

April 2015

Volume

21

Issue

15

Start / End Page

5714 / 5717

Related Subject Headings

  • General Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

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Robertson, B. D., Brooner, R. E. M., & Widenhoefer, R. A. (2015). Tandem gold/silver-catalyzed cycloaddition/hydroarylation of 7-aryl-1,6-enynes to form 6,6-diarylbicyclo[3.2.0]heptanes. Chemistry (Weinheim an Der Bergstrasse, Germany), 21(15), 5714–5717. https://doi.org/10.1002/chem.201500371
Robertson, Bradley D., Rachel E. M. Brooner, and Ross A. Widenhoefer. “Tandem gold/silver-catalyzed cycloaddition/hydroarylation of 7-aryl-1,6-enynes to form 6,6-diarylbicyclo[3.2.0]heptanes.Chemistry (Weinheim an Der Bergstrasse, Germany) 21, no. 15 (April 2015): 5714–17. https://doi.org/10.1002/chem.201500371.
Robertson BD, Brooner REM, Widenhoefer RA. Tandem gold/silver-catalyzed cycloaddition/hydroarylation of 7-aryl-1,6-enynes to form 6,6-diarylbicyclo[3.2.0]heptanes. Chemistry (Weinheim an der Bergstrasse, Germany). 2015 Apr;21(15):5714–7.
Robertson, Bradley D., et al. “Tandem gold/silver-catalyzed cycloaddition/hydroarylation of 7-aryl-1,6-enynes to form 6,6-diarylbicyclo[3.2.0]heptanes.Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 21, no. 15, Apr. 2015, pp. 5714–17. Epmc, doi:10.1002/chem.201500371.
Robertson BD, Brooner REM, Widenhoefer RA. Tandem gold/silver-catalyzed cycloaddition/hydroarylation of 7-aryl-1,6-enynes to form 6,6-diarylbicyclo[3.2.0]heptanes. Chemistry (Weinheim an der Bergstrasse, Germany). 2015 Apr;21(15):5714–5717.
Journal cover image

Published In

Chemistry (Weinheim an der Bergstrasse, Germany)

DOI

EISSN

1521-3765

ISSN

0947-6539

Publication Date

April 2015

Volume

21

Issue

15

Start / End Page

5714 / 5717

Related Subject Headings

  • General Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences