Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 21, Pages 7238-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja902829p
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Funding
- Ministry Of Education. Culture, Sports, Science and Technology, Japan
- The Science Research Promotion Fund
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The first observation of cleavage of unactivated aromatic C-N bonds on a late-transition-metal center was achieved using o-acylanilines and a ruthenium complex. Use of olefins as additives dramatically improved the rate of C-N bond cleavage. The carbon fragment remaining on the ruthenium after C-N bond cleavage was coupled with a pherylboronate to form a biphenyl framework. The present results suggest that ruthenium-catalyzed C-C bond formation from o-acylaniline and organoboronate proceeds via direct C-N bond cleavage on the ruthenium center.
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