Abstract
Synthetically relevant advances in the area of carbon-carbon sigma bond activation have been made possible by 8-acylquinoline directing groups. Stable rhodium metallacycle intermediates have been shown to undergo a variety of transformations, including carboacylation reactions, to produce value-added products containing all-carbon quaternary centers. The kinetic profile of such reactions has been shown to be substrate dependent.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 85-110 |
| Number of pages | 26 |
| Journal | Topics in Current Chemistry |
| Volume | 346 |
| DOIs | |
| State | Published - 2014 |
Bibliographical note
Funding Information:The authors thank the National Science Foundation (CHE-115157), the donors of the Petroleum Research Fund (47565-G1), and Research Corporation for Science Advancement (Cottrell Scholar Award to CJD, 19985) for support of the work in this chapter carried out at Minnesota.
Publisher Copyright:
© Springer-Verlag Berlin Heidelberg 2014.
Keywords
- 8-Acylquinoline
- 8-Quinolinyl ketone
- All-carbon quaternary centers
- Bond insertion
- Carboacylation
- Carbon–carbon bond activation
- Chelation
- Cyclometalation
- Directed metalation
- Directing group
- Metallacycle
- Oxidative addition
- Rhodium catalyst