Degree Type

Dissertation

Date of Award

2016

Degree Name

Doctor of Philosophy

Department

Chemistry

Major

Chemistry

First Advisor

Aaron D. Sadow

Abstract

In this work, a new class of cyclopentadiene-bis(oxazoline) compounds and their piano-stool-type organometallic compounds are prepared as catalysts for hydroamination of aminoalkenes. The two compounds MeC(OxMe2)2C5H5 (BoMCpH; OxMe2 = 4,4-dimethyl-2-oxazoline) and MeC(OxMe2)2C5Me4H (BoMCptetH) are synthesized from C5R4HI (R = H, Me) and MeC(OxMe2)2Li. Synthesis of {BoMCp}MgMe, {BoMCptet}MgMe and {BoMCptet}Zr(NMe2)2 and their catalysis for the hydroamination/cyclization of aminoalkenes under mild conditions are presented. Also, the heterogeneous catalysts for hydroboration of carbonyl compounds and hydroamination/cyclization of aminoalkenes are discussed. The catalysts are prepared by the reaction of metal amides and mesoporous silica (MSN, 10nm). The catalysts are further characterized by stoichiometry of synthesis through quantification of byproducts, FTIR, 13C-CP/MAS, 13C-DP/MAS, 29Si-CP, DP/MAS and elemental analysis (ICP-OES and CHN). Efficiency of newly developed catalysts in the hydroboration carbonyl compounds and hydroamination of aminoalkenes is discussed in detail. Finally, a comparative study between homogeneous and heterogeneous is presented.

Copyright Owner

Naresh Eedugurala

Language

en

File Format

application/pdf

File Size

182 pages

Included in

Chemistry Commons

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