Novel Formaldimine Precursor for Use in a Hosomi-Sakurai Reaction for the Formation Of Phenyl-Substituted Homoallylamines And A New Modular Approach For The Synthesis Of Half-Sandwich Ruthenium Complexes

Author

Jonathan Baine

Issuing Body

Mississippi State University

Advisor

Cui, Xin

Committee Member

Emerson, Joseph

Committee Member

Scott, Colleen

Date of Degree

8-10-2018

Document Type

Graduate Thesis - Open Access

Major

Chemistry

Degree Name

Master of Science

College

College of Arts and Sciences

Department

Department of Chemistry

Abstract

Organometallic allylation for the formation of C-C bonds has been a widely developed area over the past several decades for the formation of homoallylic alcohols and amines. One such pathway, the eponymous Hosomi-Sakurai reaction involves the Lewis acid-catalyzed addition of an allylic silane to an acetal, carbonyl, or imine. This work demonstrates an example of a Hosomi-Sakurai reaction using 1,2-ditosyl diazetidine as a slow release formaldimine precursor with good yield and high selectivity. Another less classical field, C-H activation, has also been around for several decades, but has recently exploded in new innovations. Through C-H activation chemists are able to bypass the need for functional groups that are substituted out, but instead utilizes the C-H bond as a synthon for further functionalization. This work will also demonstrate a modular approach for the synthesis of several ruthenium complexes with the potential to catalyze C-H activation.

URI

https://hdl.handle.net/11668/21155

Comments

catalysis||organic methodologies

Recommended Citation

Baine, Jonathan, "Novel Formaldimine Precursor for Use in a Hosomi-Sakurai Reaction for the Formation Of Phenyl-Substituted Homoallylamines And A New Modular Approach For The Synthesis Of Half-Sandwich Ruthenium Complexes" (2018). Theses and Dissertations. 3314.
https://scholarsjunction.msstate.edu/td/3314