Nickel-catalyzed amination of aryl chlorides at room temperature by using a bulky phenanthryl N-heterocyclic carbene ligand

ORGN 483

Wenhua Feng, fwh@imm.ac.cn1, Qiang Chai, qiangchai@hotmail.com2, Minghu Huang, huangmhhjy@yahoo.com.cn3, Zhijun Sun, szj5183@yahoo.com.cn3, Hongwei Yu, fwh@imm.ac.cn1, Xueying Liu, ydma@sdu.edu.cn3, Changqin Ma, ydma@sdu.edu.cn3, and Yudao Ma, ydma@sdu.edu.cn3. (1) Institute of Materia Medica, Peking Union Medical College, Xiannongtan #1, Beijing, 100050, China, (2) Chemistry Department, Shandong Academy of Medical Science, Jing 10 road, Jinan, Shandong, 250062, P. R. China, Jinan, China, (3) Chemistry Department, Shandong University, Shanda SouthRoad #27, Jinan, Shandong, 250100, P. R. China, Jinan, 250100
Aromatic amines are important substructures in natural products and organic materials In recent years, extensive research has been devoted to the transition-metal catalyzed carbon-nitrogen couplings. The groups of Buchwald and Hartwig have reported that general, reliable, and practical methods for the palladium-catalyzed N-arylations using both electron-rich and electron-deficient aryl halides have thus been achieved. Herein, we wish to report our initial results on the use of a novel bis-phenanthryl NHC ligand for Nickel-catalyzed coupling of aryl chlorides with secondary cyclic and acyclic amines with KF·18-c-6 in THF where all substrate types including electron rich aryl chlorides and electron deficient aryl chlorides are shown to be effective.

 

New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006