Development of Metal-Mediated Direct C-H Amination Reactions
Event details
| Date | 19.09.2014 |
| Hour | 17:15 › 18:15 |
| Speaker | Prof. Sukbok Chang, Center for Catalytic Hydrocarbon Functionalizations, Institute of Vasic Science (IBS) and KAIST, Korea |
| Location | |
| Category | Conferences - Seminars |
Aryl amines are a key synthetic unit widely utilized in organic synthesis, coordination chemistry, materials science and pharmaceutical industry. Current routes to those compounds require either prefunctionalized starting materials or external oxidants, thus inevitably generating stoichiometric amounts of side wastes. We have developed direct amidation and amination reactions of arene carbon-hydrogen (C-H) bonds using organic azides as the amino source releasing molecular nitrogen as the single by-product. The reaction is catalyzed by a cationic rhodium or iridium complex under external oxidant-free conditions, and a broad range of chelate group-containing arenes are selectively amidated and aminated with excellent functional group tolerance, thereby opening a new avenue to environmentally benign carbon-nitrogen (C-N) bond formation which can be immediately applied in synthetic chemistry, medicinal, and materials science.
References
1) S. H. Cho, J. Kim, J. Kwak, Sukbok Chang, Chem. Soc. Rev. 2011, 40, 5068-5083.
2) J. Y. Kim, S. H. Park, J. Ryu, S. H. Cho, S. H. Kim, S. Chang, J. Am. Chem. Soc. 2012, 134, 9110-9113.
3) J. Ryu, J. Kwak, K. Shin, D. Lee, S. Chang, J. Am. Chem. Soc. 2013, 135, 12861-12868.
4) K. Shin, Y. Baek, S. Chang, Angew. Chem., Int. Ed. 2013, 52, 8031-8036.
5) S. H. Park, Y. Park, S. Chang, Organic Syntheses 2014, 91, 52-59.
6) S. H. Park, J. Kwak, K. Shin, J. Ryu, Y. Park, S. Chang, J. Am. Chem. Soc., 2014, 136, 2492-2502.
7) T. Kang, Y. Kim, D. Lee, Z. Wang, S. Chang, J. Am. Chem. Soc. 2014, 136, 4141-4144.
8) H. Kim, K. Shin, S. Chang, J. Am. Chem. Soc. 2014, 136, 5904-5907.
9) H. Hwang, J. Kim, J. Jeong, S. Chang, J. Am. Chem. Soc., 2014, 136, 10770-10776.
References
1) S. H. Cho, J. Kim, J. Kwak, Sukbok Chang, Chem. Soc. Rev. 2011, 40, 5068-5083.
2) J. Y. Kim, S. H. Park, J. Ryu, S. H. Cho, S. H. Kim, S. Chang, J. Am. Chem. Soc. 2012, 134, 9110-9113.
3) J. Ryu, J. Kwak, K. Shin, D. Lee, S. Chang, J. Am. Chem. Soc. 2013, 135, 12861-12868.
4) K. Shin, Y. Baek, S. Chang, Angew. Chem., Int. Ed. 2013, 52, 8031-8036.
5) S. H. Park, Y. Park, S. Chang, Organic Syntheses 2014, 91, 52-59.
6) S. H. Park, J. Kwak, K. Shin, J. Ryu, Y. Park, S. Chang, J. Am. Chem. Soc., 2014, 136, 2492-2502.
7) T. Kang, Y. Kim, D. Lee, Z. Wang, S. Chang, J. Am. Chem. Soc. 2014, 136, 4141-4144.
8) H. Kim, K. Shin, S. Chang, J. Am. Chem. Soc. 2014, 136, 5904-5907.
9) H. Hwang, J. Kim, J. Jeong, S. Chang, J. Am. Chem. Soc., 2014, 136, 10770-10776.
Practical information
- General public
- Free
Organizer
- Prof. Jérome Waser
[email protected]
Contact
- Prof. Jérome Waser
[email protected]