Date of Award
1996
Publication Type
Master Thesis
Degree Name
M.Sc.
Department
Chemistry and Biochemistry
Keywords
Chemistry, Organic.
Supervisor
Green, J.
Rights
info:eu-repo/semantics/openAccess
Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-No Derivative Works 4.0 International License.
Abstract
Chapter 1. Chiral alkyllithium bases are able to selectively lithiate either the pro R or pro S ortho site of several monosubstituted $\eta\sp6$-(arene)tricarbonylchromium (0) complexes. The chiral alkyllithium bases were prepared from the corresponding chloride using the radical anion, lithium 4,4$\sp\prime$-di(tert-butyl)biphenyl (LiDBB). The base derived from 8-phenylmenthol provided the highest degree of asymmetric induction in $\lbrack\eta\sp6$-(dimethoxymethyl)benzene) tricarbonylchromium (0) with a respectable chemical yield. Chapter 2. $\eta\sp6$-(Arene)tricarbonylchromium (0) acetal complexes can be reduced at low temperatures by the radical anion, LiDBB, to generate the corresponding benzyllithium complexes. Once formed, these benzyllithium complexes can trap a variety of electrophiles to give benzyl-functionalized chromium complexes in good yields. In addition, the reduction of an ortho substituted complex, and subsequent trapping with an electrophile occurs with a high degree of diastereoselectivity. Source: Masters Abstracts International, Volume: 34-06, page: 2379. Adviser: J. R. Green. Thesis (M.Sc.)--University of Windsor (Canada), 1996.
Recommended Citation
Siwek, Michael John., "1. Enantioselective deprotonation reactions of (arene)tricarbonylchromium complexes, and 2. Reductive lithiation of (arene)tricarbonylchromium acetals." (1996). Electronic Theses and Dissertations. 509.
https://scholar.uwindsor.ca/etd/509
