Back to results

Massachusetts Institute of Technology

Advances in palladium-catalyzed carbon-nitrogen bond forming processes

Abstract

dc:description.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.

Degree

thesis:*
Department dc:contributor.department
Massachusetts Institute of Technology. Dept. of Chemistry.
Grantor dc:publisher
Massachusetts Institute of Technology
Year dc:date.issued
2006

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Tundel, Rachel E. (Rachel Elizabeth)
Advisor dc:contributor.advisor
  • Stephen L. Buchwald.

Subjects

dc:subject × 1

Rights

dc:rights
Statement dc:rights
  • 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.
Language dc:language.iso
eng

Identifiers

dc:identifier.*
Handle dc:identifier.uri
http://hdl.handle.net/1721.1/36283
OAI identifier oai:identifier
oai:dspace.mit.edu:1721.1/36283

Chain of custody

source
Harvested from
MIT
Base URL
dspace.mit.edu/oai/request
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
related terms
citation

Tundel, Rachel E. (Rachel Elizabeth). Advances in palladium-catalyzed carbon-nitrogen bond forming processes. Massachusetts Institute of Technology, 2006. http://hdl.handle.net/1721.1/36283