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Applications of boronic acids in organic synthesis

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This thesis describes progress on the application of boronic acids and borate esters as catalysts and reagents in synthetic organic chemistry, focusing on two areas: one-pot enolate formation/aldol reactions and amide bond formation. Chapter 1 introduces the reader to boronic acids and derivatives thereof, their methods of preparation and their use in synthetic organic chemistry as reactants, reagents and catalysts. Chapter 2 covers current chemical methods and cellular alternatives for amide bond formation. Here, we also discuss our use of boron reagents for the activation of carboxylic acids as well as amides. Chapter 3 introduces a new concept in catalytic aldol reactions, i.e. an alternative strategy to access boron enolates in situ. The work covers successful demonstration of the feasibility of such an approach on an intramolecular system. A novel variation of aerobic Chan–Evans– Lam coupling, an intramolecular coupling of an aliphatic alcohol with a boronic acid using catalytic copper, is also introduced Chapter 4 builds on our observations on gold catalysis and especially that in relation to electrophilic halogenations. Chapter 5 contains full details of the experimental procedures.

phd thesis in organic chemistry pdf

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Chemistry Theses and Dissertations

Theses/dissertations from 2022 2022.

Investigating a Potential STING Modulator , Jaret J. Crews

Exploring the Structure and Activity of Metallo-Tetracyclines , Shahedul Islam

Metabolomic Analysis, Identification and Antimicrobial Assay of Two Mangrove Endophytes , Stephen Thompson

Bioactivity of Suberitenones A and B , Jared G. Waters

Developing Efficient Transition Metal Catalyzed C-C & C-X Bond Construction , Chiyu Wei

Measurement in Chemistry, Mathematics, and Physics Education: Student Explanations of Organic Chemistry Reaction Mechanisms and Instructional Practices in Introductory Courses , Brandon J. Yik

Study on New Reactivity of Vinyl Gold and Its Sequential Transformations , Teng Yuan

Study on New Strategy toward Gold(I/III) Redox Catalysis , Shuyao Zhang

Theses/Dissertations from 2021 2021

Design, Synthesis and Testing of Bioactive Peptidomimetics , Sami Abdulkadir

Synthesis of Small Molecules for the Treatment of Infectious Diseases , Elena Bray

Social Constructivism in Chemistry Peer Leaders and Organic Chemistry Students , Aaron M. Clark

Synthesizing Laccol Based Polymers/Copolymers and Polyurethanes; Characterization and Their Applications , Imalka Marasinghe Arachchilage

The Photophysical Studies of Transition Metal Polyimines Encapsulated in Metal Organic Frameworks (MOF’s) , Jacob M. Mayers

Light Harvesting in Photoactive Guest-Based Metal-Organic Frameworks , Christopher R. McKeithan

Using Quantitative Methods to Investigate Student Attitudes Toward Chemistry: Women of Color Deserve the Spotlight , Guizella A. Rocabado Delgadillo

Simulations of H2 Sorption in Metal-Organic Frameworks , Shanelle Suepaul

Parallel Computation of Feynman Path Integrals and Many-Body Polarization with Application to Metal-Organic Materials , Brant H. Tudor

The Development of Bioactive Peptidomimetics Based on γ-AApeptides , Minghui Wang

Investigation of Immobilized Enzymes in Confined Environment of Mesoporous Host Matrices , Xiaoliang Wang

Novel Synthetic Ketogenic Compounds , Michael Scott Williams

Theses/Dissertations from 2020 2020

Biosynthetic Gene Clusters, Microbiomes, and Secondary Metabolites in Cold Water Marine Organisms , Nicole Elizabeth Avalon

Differential Mobility Spectrometry-Mass spectrometry (DMS-MS) for Forensic and Nuclear-Forensic applications , Ifeoluwa Ayodeji

Conversion from Metal Oxide to MOF Thin Films as a Platform of Chemical Sensing , Meng Chen

Asking Why : Analyzing Students' Explanations of Organic Chemistry Reaction Mechanisms using Lexical Analysis and Predictive Logistic Regression Models , Amber J. Dood

Development of Next-Generation, Fast, Accurate, Transferable, and Polarizable Force-fields for Heterogenous Material Simulations , Adam E. Hogan

Breakthroughs in Obtaining QM/MM Free Energies , Phillip S. Hudson

New Synthetic Methodology Using Base-Assisted Diazonium Salts Activation and Gold Redox Catalysis , Abiola Azeez Jimoh

Development and Application of Computational Models for Biochemical Systems , Fiona L. Kearns

Analyzing the Retention of Knowledge Among General Chemistry Students , James T. Kingsepp

A Chemical Investigation of Three Antarctic Tunicates of the Genus Synoicum , Sofia Kokkaliari

Construction of Giant 2D and 3D Metallo-Supramolecules Based on Pyrylium Salts Chemistry , Yiming Li

Assessing Many-Body van der Waals Contributions in Model Sorption Environments , Matthew K. Mostrom

Advancing Equity Amongst General Chemistry Students with Variable Preparations in Mathematics , Vanessa R. Ralph

Sustainable Non-Noble Metal based Catalysts for High Performance Oxygen Electrocatalysis , Swetha Ramani

The Role of aPKCs and aPKC Inhibitors in Cell Proliferation and Invasion in Breast and Ovarian Cancer , Tracess B. Smalley

Development of Ultrasonic-based Ambient Desorption Ionization Mass Spectrometry , Linxia Song

Covalent Organic Frameworks as an Organic Scaffold for Heterogeneous Catalysis including C-H Activation , Harsh Vardhan

Optimization of a Digital Ion Trap to Perform Isotope Ratio Analysis of Xenon for Planetary Studies , Timothy Vazquez

Multifunctional Metal-Organic Frameworks (MOFs) For Applications in Sustainability , Gaurav Verma

Design, Synthesis of Axial Chiral Triazole , Jing Wang

The Development of AApeptides , Lulu Wei

Chemical Investigation of Floridian Mangrove Endophytes and Antarctic Marine Organisms , Bingjie Yang

Theses/Dissertations from 2019 2019

An Insight into the Biological Functions, the Molecular Mechanism and the Nature of Interactions of a Set of Biologically Important Proteins. , Adam A. Aboalroub

Functional Porous Materials: Applications for Environmental Sustainability , Briana Amaris Aguila

Biomimetic Light Harvesting in Metalloporphyrins Encapsulated/Incorporated within Metal Organic Frameworks (MOFs). , Abdulaziz A. Alanazi

Design and Synthesis of Novel Agents for the Treatment of Tropical Diseases , Linda Corrinne Barbeto

Effect of Atypical protein kinase C inhibitor (DNDA) on Cell Proliferation and Migration of Lung Cancer Cells , Raja Reddy Bommareddy

The Activity and Structure of Cu2+ -Biomolecules in Disease and Disease Treatment , Darrell Cole Cerrato

Simulation and Software Development to Understand Interactions of Guest Molecules inPorous Materials , Douglas M. Franz

Construction of G-quadruplexes via Self-assembly: Enhanced Stability and Unique Properties , Ying He

The Role of Atypical Protein Kinase C in Colorectal Cancer Cells Carcinogenesis , S M Anisul Islam

Chemical Tools and Treatments for Neurological Disorders and Infectious Diseases , Andrea Lemus

Antarctic Deep Sea Coral and Tropical Fungal Endophyte: Novel Chemistry for Drug Discovery , Anne-Claire D. Limon

Constituent Partitioning Consensus Docking Models and Application in Drug Discovery , Rainer Metcalf

An Investigation into the Heterogeneity of Insect Arylalkylamine N -Acyltransferases , Brian G. O'Flynn

Evaluating the Evidence Base for Evidence-Based Instructional Practices in Chemistry through Meta-Analysis , Md Tawabur Rahman

Role of Oncogenic Protein Kinase C-iota in Melanoma Progression; A Study Based on Atypical Protein Kinase-C Inhibitors , Wishrawana Sarathi Bandara Ratnayake

Formulation to Application: Thermomechanical Characterization of Flexible Polyimides and The Improvement of Their Properties Via Chain Interaction , Alejandro Rivera Nicholls

The Chemical Ecology and Drug Discovery Potential of the Antarctic Red Alga Plocamium cartilagineum and the Antarctic Sponge Dendrilla membranosa , Andrew Jason Shilling

Synthesis, Discovery and Delivery of Therapeutic Natural Products and Analogs , Zachary P. Shultz

Development of α-AA peptides as Peptidomimetics for Antimicrobial Therapeutics and The Discovery of Nanostructures , Sylvia E. Singh

Self-Assembly of 2D and 3D Metallo-Supramolecules with Increasing Complexity , Bo Song

The Potential of Marine Microbes, Flora and Fauna in Drug Discovery , Santana Alexa Lavonia Thomas

Design, Synthesis, and Self-Assembly of Supramolecular Fractals Based on Terpyridine with Different Transition Metal Ions , Lei Wang

Theses/Dissertations from 2018 2018

Fatty Acid Amides and Their Biosynthetic Enzymes Found in Insect Model Systems , Ryan L. Anderson

Interrogation of Protein Function with Peptidomimetics , Olapeju Bolarinwa

Characterization of Nylon-12 in a Novel Additive Manufacturing Technology, and the Rheological and Spectroscopic Analysis of PEG-Starch Matrix Interactions , Garrett Michael Craft

Synthesis of Novel Agents for the treatment of Infectious and Neurodegenerative diseases , Benjamin Joe Eduful

Survey research in postsecondary chemistry education: Measurements of faculty members’ instructional practice and students’ affect , Rebecca E. Gibbons

Design, Synthesis, Application of Biodegradable Polymers , Mussie Gide

Conformational Fluctuations of Biomolecules Studied Using Molecular Dynamics and Enhanced Sampling , Geoffrey M. Gray

Analysis and New Applications of Metal Organic Frameworks (MOF): Thermal Conductivity of a Perovskite-type MOF and Incorporation of a Lewis Pair into a MOF. , Wilarachchige D C B Gunatilleke

Chemical Investigation of Bioactive Marine Extracts , Selam Hagos

Optimizing Peptide Fractionation to Maximize Content in Cancer Proteomics , Victoria Izumi

Germania-based Sol-gel Coatings and Core-shell Particles in Chromatographic Separations , Chengliang Jiang

Synthesis, Modification, Characterization and Processing of Molded and Electrospun Thermoplastic Polymer Composites and Nanocomposites , Tamalia Julien

Studies Aimed at the Synthesis of Anti-Infective Agents , Ankush Kanwar

From Florida to Antarctica: Dereplication Strategies and Chemical Investigations of Marine Organisms , Matthew A. Knestrick

Sorbent Enrichment Performance of Aromatic Compounds from Diluted Liquid Solution , Le Meng

Development of Bioactive Peptidomimetics , Fengyu She

Azamacrocyclic-based Frameworks: Syntheses and Characterizations , Chavis Andrew Stackhouse

Structure-based Design, Synthesis and Applications of a New Class of Peptidomimetics: 'Y -AA Peptides and Their Derivatives , Ma Su

Theses/Dissertations from 2017 2017

Chemical Investigations of Fungal Natural Products for Drug Discovery , Danielle H. Demers

Formation of Carbon-Carbon and Carbon-Hetero Bonds through Gold Catalysis , Boliang Dong

Understanding Gas Sorption Mechanisms in Metal–Organic Materials via Computational Experimentation , Katherine A. Forrest

New Reaction Discoveries in Gold Catalysis , Seyedmorteza Hosseyni

Toward the Synthesis of Naphthalene-Bridged Bis-Triazole Bimetallic Complexes , Sean M. Johnson

Sol-gel Niobia-based Sorbents for the Enrichment of Organophosphorus Compounds by Capillary Microextraction Online Coupled to High Performance Liquid Chromatography , Sheshanka Kesani

Investigating Students’ Basic Needs and Motivation in College Chemistry Courses with the Lens of Self-Determination Theory , Yujuan Liu

Studies of Polyacrylate Based Nanoparticle Emulsions , Faeez Mahzamani

On the Conformational Dynamics of DNA: A Perspective from Molecular Dynamics Simulations , Ning Ma

Diversifying Homogenous Au(I)-Catalysis through New Reaction Discovery , Stephen Motika

Design, Synthesis, Applications of Polymers and Dendrimers , Alekhya Nimmagadda

Germania- and silica-based perfluorinated and non-fluorinated sol-gel sorbents for capillary microextraction in chromatographic analysis , Emre Seyyal

Hydroalkynylation of Oxocarbenium Intermediates via Au(I) Catalysis , Courtney Smith Smith

Magnetic Nanostructure Application in SERS Detection of Melatonin and Resonance Raman Characterization of Binding of Catechol Moieties with Antibiotic , Siqi Sun

Structure and Activity of Metallo-Peptides , Christian C. Tang

Investigations into the Non-Mevalonate Isoprenoid Biosynthesis Pathway's First Two Enzymes utilizing Hybrid QM/MM Techniques , Justin K. White

Metal-Organic Frameworks and MOF-derived Carbon Materials for Fuel Cell Applications , Kia Williams

Design and Synthesis of CpG-Lytic Peptide Conjugate, Brachytherapy Beads and a Combinatorial Library of Primary Amines used as Potential Therapeutics in the Treatment of Cancers , Josanne-Dee Woodroffe

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