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Advances in palladium-catalyzed carbon-nitrogen bond forming processes

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Author(s)
Tundel, Rachel E. (Rachel Elizabeth)
Advisor(s)
Stephen L. Buchwald.
Date Issued
2006
Publisher
Massachusetts Institute of Technology
Abstract
Chapter 1. Microwave-assisted, palladium-catalyzed C-N bond-forming reactions with aryl/heteroaryl nonaflates/halides and amines using the soluble amine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or MTBD (7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene) and a catalyst system consisting of Pd2dba3 and ligands (XantPhos, 2-dicylcohexylphosphino-2',4',6'-triisopropyl-1,1 '-biphenyl (XPhos) and 2-di-tert-butylphosphino-2',4',6'-triisopropyl-1, '-biphenyl) resulted in good to excellent yields of arylamines in short reaction times. Chapter 2. Using a catalyst comprised of the bulky, electron-rich monophosphine ligand di-tert-Butyl XPhos (2-di-tert-butylphosphino-2',4',6'-triisopropyl-1,1'-biphenyl) and Pd2dba3 with sodium tert-butoxide as the base, amino heterocycles were coupled successfully with aryl/heteroaryl halides in moderate to excellent yields.
Description
Thesis (S.B.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2006.
Vita. Leaf 68 blank.
Includes bibliographical references.
Subjects
Chemistry.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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http://dspace.mit.edu/handle/1721.1/7582
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http://hdl.handle.net/1721.1/36283
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