Abstract
This M.S. Thesis research objective is designed towards the racemic synthesis of a novel diastereoselectively pure, sterically bulky, cyclopropyl-containing, N-heterocyclic carbene (NHC) ligand. It is hypothesized that introduction of the sterically bulky cyclopropyl moiety at the N-substituent position of the imidazolium backbone will cause the self-assembly to develop a well defined C2-symmetric N-heterocyclic ligand, thereby limiting the free rotation about the C-N bond and creating a well-defined chiral pocket. It was discovered through utilizing classic synthetic methods that a diastereomeric imidazolium salt product was yielded, which can be attributed to the racemic synthesis of a diastereomeric cyclopropane starting material.
Library of Congress Subject Headings
Catalysts--Synthesis; Ligands--Synthesis; Carbenes (Methylene compounds); Asymmetric synthesis; Enantioselective catalysis
Publication Date
12-2014
Document Type
Thesis
Student Type
Graduate
Degree Name
Chemistry (MS)
Department, Program, or Center
School of Chemistry and Materials Science (COS)
Advisor
Michael Coleman
Advisor/Committee Member
Thomas Smith
Advisor/Committee Member
Matthew Lynn
Recommended Citation
Milliken, Brandon T., "Studies Toward the Synthesis of a Novel Diastereomerically Pure Cyclopropyl N-Heterocyclic Carbene Ligand for Asymmetric Catalysis" (2014). Thesis. Rochester Institute of Technology. Accessed from
https://repository.rit.edu/theses/8540
Campus
RIT – Main Campus
Plan Codes
CHEM-MS
Comments
Physical copy available from RIT's Wallace Library at QD501 .M55 2015