Jump to ContentJump to Main Navigation
Show Summary Details
More options …

Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Stohner, Jürgen

12 Issues per year


IMPACT FACTOR 2017: 5.294

CiteScore 2017: 3.42

SCImago Journal Rank (SJR) 2017: 1.212
Source Normalized Impact per Paper (SNIP) 2017: 1.546

Online
ISSN
1365-3075
See all formats and pricing
More options …
Volume 82, Issue 7

Issues

Chelation-assisted carbonylation reactions catalyzed by Rh and Ru complexes

Naoto Chatani
  • Corresponding author
  • Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Satoshi Inoue
  • Corresponding author
  • Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Kazuhiko Yokota
  • Corresponding author
  • Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Hiroto Tatamidani
  • Corresponding author
  • Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Yoshiya Fukumoto
  • Corresponding author
  • Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2010-05-05 | DOI: https://doi.org/10.1351/PAC-CON-09-10-15

This account reviews chelation-assisted carbonylation reactions catalyzed by late transition metals. New carbonylation reactions are achieved with these catalysts in the presence of pyridin-2-ylmethanol and pyridin-2-ylmethylamine. The reactions involve activation of O-H and N-H bonds, coordination of the pyridine nitrogen to Rh being essential for the reaction to proceed. In addition, a new type of carbonylation of the ortho C-H bonds in aromatic amides in which the pyridin-2-ylmethylamino moiety functions as a bidentate directing group, is demonstrated. In this reaction, a dinuclear ruthenium complex was isolated from a stoichiometric reaction of amide and Ru3(CO)12, in which amide binds to one Ru atom in the expected N,N fashion and the carbonyl oxygen binds to the other Ru atom as an O-donor. These studies indicate that chelation methodology is useful for new types of carbonylation reaction, which cannot be achieved by non-chelation systems.

Keywords: bidentate directing group; carbon monoxide; carbonylation; chelation assistance; transition-metal catalysis

Conference

International Conference on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-15), International Symposium on Organometallic Chemistry Directed Toward Organic Synthesis, OMCOS, Organometallic Chemistry Directed Toward Organic Synthesis, 15th, Glasgow, UK, 2009-07-26–2009-07-31

References

About the article

Published Online: 2010-05-05

Published in Print: 2010-05-05


Citation Information: Pure and Applied Chemistry, Volume 82, Issue 7, Pages 1443–1451, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/PAC-CON-09-10-15.

Export Citation

© 2013 Walter de Gruyter GmbH, Berlin/Boston.Get Permission

Citing Articles

Here you can find all Crossref-listed publications in which this article is cited. If you would like to receive automatic email messages as soon as this article is cited in other publications, simply activate the “Citation Alert” on the top of this page.

[1]
Luke E. Hanna, Michael R. Harris, Kenji Domon, and Elizabeth R. Jarvo
Organic Letters, 2017
[2]
Bin Liu, Fang Hu, and Bing-Feng Shi
ACS Catalysis, 2015, Volume 5, Number 3, Page 1863
[3]
Yusuke Masuda, Naoki Ishida, and Masahiro Murakami
Chemistry - An Asian Journal, 2015, Volume 10, Number 2, Page 321
[4]
P.S. Aparna, B. Prabha, Praveen Prakash, E. Jijy, R. Luxmi Varma, and K.V. Radhakrishnan
Tetrahedron Letters, 2014, Volume 55, Number 4, Page 865
[5]
Percia Beatrice Arockiam, Christian Bruneau, and Pierre H. Dixneuf
Chemical Reviews, 2012, Volume 112, Number 11, Page 5879
[6]
Seok Hwan Kim, Sae Hume Park, and Sukbok Chang
Tetrahedron, 2012, Volume 68, Number 26, Page 5162
[7]
Takuya Kochi, Aoi Tazawa, Kazuki Honda, and Fumitoshi Kakiuchi
Chemistry Letters, 2011, Volume 40, Number 9, Page 1018
[8]
Dong Eun Kim, Sang Hee Park, Yun Hee Choi, Sueg-Geun Lee, Dohyun Moon, Jungju Seo, and Nakcheol Jeong
Chemistry - An Asian Journal, 2011, Volume 6, Number 8, Page 2009
[9]
Naoto Chatani, Satoshi Inoue, Kazuhiko Yokota, Hiroto Tatamidani, and Yoshiya Fukumoto
ChemInform, 2011, Volume 42, Number 23, Page no

Comments (0)

Please log in or register to comment.
Log in