2026-09-20T20:21:17Zhttps://dspace.mit.edu/server/oai/requestoai:dspace.mit.edu:1721.1/362832022-01-13T07:54:21Zcom_1721.1_7582com_1721.1_7581col_1721.1_131024
Stephen L. Buchwald.
Tundel, Rachel E. (Rachel Elizabeth)
Massachusetts Institute of Technology. Dept. of Chemistry.
Massachusetts Institute of Technology. Department of Chemistry
2007-02-21T13:21:22Z
2007-02-21T13:21:22Z
2006
2006
http://hdl.handle.net/1721.1/36283
77529823
Thesis (S.B.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2006.
Vita. Leaf 68 blank.
Includes bibliographical references.
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.
by Rachel E. Tundel.
S.B.
68 leaves
eng
Massachusetts Institute of Technology
M.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission.
http://dspace.mit.edu/handle/1721.1/7582
Chemistry.
Advances in palladium-catalyzed carbon-nitrogen bond forming processes
Thesis
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<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.</Abstract>
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