Global ETD Search
Search theses and dissertations gathered from participating repositories worldwide. Every result links back to the library that holds it. No account is needed.
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Showing 1 to 20 of 47 for “"boronate"”.
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Study of Porous Materials Incorporating Boronate Esters
… incorporates self-assembling covalent bonded boronate esters as secondary building units to form a porous material. COF-18Å has the ability to store gases, high surface areas, good thermal stability, but is susceptible to hydrolysis. Preliminary results show that the covalent organic …
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The Development of New Stereoselective Transformations Using Alkenyl Boronate Complexes
… last decade, the synthetic potential of alkenyl boronate complexes has not yet been fully realized. This thesis will detail our efforts to develop new stereoselective reactions using alkenyl boronate complex nucleophiles. First, the evolution of alkenyl boronate complexes and their applications …
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Synthesis, Characterization, Properties and Computational Studies of Linear Boronate Diester-Linked Materials
Boronate-containing materials have been extensively investigated in the recent decade because these compounds combine the advantages of dynamic reversibility to afford error checking mechanisms during synthesis and enhanced stability compared to conventional supramolecular polymers. Herein, we …
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Suzuki-Miyaura mediated biphenyl synthesis: a spotlight on the boronate coupling partner
… to parallel synthesis. The resulting arylboronates were used in SM coupling reactions in order to obtain a range of biphenyls. The use of Boc-piperazine as a nucleophile in the SN2 reaction, with 2a-c, and 1-bromo-, 2-, 3- or 4-nitrobenzene or 2-bromo-5-nitropyridine as aryl halides in the …
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Development of Conjugated Boronate Ester-Linked Materials For Optical Sensing Applications Targeting Small Molecules
<p>Conjugated boronate ester-linked materials were delveloped for optical sensing applications, targeting small analytes. Backgrounds and significants for conjugated boron containing materials and their applications in molecular sensing were introduced in chapter 1. The development of …
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Design of a second generation MIDA boronate: iterating c(sp3) based Suzuki cross couplings
… require conditions which hydrolyze MIDA boronates (aqueous base, high heat, strong base, etc.). In this thesis I describe the development of a second generation iminodiacetic acid ligand for boronic acids which is refractory to hydrolysis and has enabled the first examples of coupling …
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Design, Synthesis, Characterization, and Evaluation of Boronate Ester-Linked Porous Materials: Covalent Organic Frameworks and Polymers of Intrinsic Microporosity
<p>An array of porous boronate ester-linked materials is presented here. Beginning with evaluation of a series of alkylated covalent organic frameworks (COFs), insight into the influence of alkylation in the hexagonal COF pores on the hydrolytic stability of the B-O linkages led to development of a …
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Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings
… report a new method for the synthesis of MIDA boronates which are sensitive to current methods. Finally, we report the extension of the entire iterative cross coupling platform to the Chan-Lam coupling to form carbon-heteroatom bonds.
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Total synthesis and study of the antilipoperoxidant peridinin, synthesis of versatile MIDA boronate building blocks, and a general strategy for the synthesis of polyenes
… involving the iterative cross-coupling of MIDA boronate containing molecules can be a universal platform for the preparation of small molecules. Guided by this strategy we completed an efficient, flexible, and fully stereocontrolled synthesis of the carotenoid natural product peridinin. This …
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Enantioselective, Lewis base-catalyzed transformations: I. Polyene sulfenocyclization (preparative and mechanistic aspects) II. Sulfenofunctionalization of alkenyl boronates enabled by 1,2-boronate migration
… enantioselective carbosulfenylation of alkenylboronate complexes which is enabled by a 1,2-boronate migration. The generation of “iranium” ions from alkenylboronates triggers a diastereospecific, ring-opening migration of an alkyl or aryl group to form 1,2-difunctionalized organoboron …
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Prediction of higher selectivity catalysts by a computer driven workflow and machine learning and computational investigation of boronate esters in the Suzuki-Miyaura cross coupling
Chapter one of this work provides a comprehensive overview of chemoinformatics in enantioselective catalysis. Chapter two is comprised of completely unpublished work detailing the synthesis of a diverse set of bisoxazoline ligands in the planned optimization of an enantioselective aziridination …
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Novel titanium carbenoid reagents: diversity orientated synthesis of indoles and spirocycles
… traceless cleavage from resin is presented. A boronate-bearing titanium alkylidene was prepared and used to convert 8 resin-bound esters into immobilised enol ethers. Cleavage from resin in mild acid with concomitant cyclisation yielded boronate-bearing indoles. Capitalising on the immobilised …
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Stereoselective synthesis and iterative coupling of Csp3 boronates for automating small molecule synthesis
… strategy involving the iterative coupling of boronate building blocks to include Csp3-rich linear and polycyclic small molecules. The first approach undertaken was the discovery of a pinene-derived iminodiacetic acid (PIDA) ligand which enabled the stereoselective synthesis of a wide range of …
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A kinetic investigation of boronic acid/diol interactions and pattern-based recognition of [alpha]-chiral carboxylates
… Capable of rapidly and reversibly forming cyclic boronate esters with of 1,2- and 1,3-diols, polyols, catechols, and α-hydroxycarboxylic acids, boronic acids have found applications spanning from lipid transport to Hydrogen fuel cells. The majority of the work presented in this dissertation will …
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Iridium-Catalyzed Enantioselective Allylation of Alkenyl Boronates
… with organometallic reagents to form boronates, which can then engage in bimolecular reactions. Furthermore, incorporation of boronic esters into their corresponding products allows for subsequent diversification through a wide variety of synthetically useful transformations. Some of …
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New methodologies and approaches to reaction discovery in transition metal catalysis
… palladium catalysts enable the coupling of aryl boronate esters formed from iridium-catalyzed C-H borylation to be coupled with various allylic halides, allylic carboxylates and benzylic halides. Nickel catalysts bearing diamine or phenanthroline- based ligands have been used to couple these aryl …
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Ruthenium-Catalyzed Transformations for the Synthesis of Conjugated Dienes
… of internal alkynes with acrylates and vinyl boronates to form conjugated dienes is discussed. This transformation was accomplished via a recently developed tandem silylative coupling using RuHCl(CO)(PCy3)2. The reaction optimization, mechanistic hypothesis and substrate scope for the coupling …
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One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation
… with a wide range of different boronic acids and boronate esters using optimized reaction conditions, leading to the synthesis of meta-substituted phenols in moderate to good yields.
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Iridium Catalysed Borylation as a Platform for Exploring the Use of Non-Covalent Interactions to Control Regio- and Enantioselectivity
… transformation which yields synthetically useful boronate esters. Interestingly the selectivity of this reaction is largely based upon steric considerations. As a result, the process is highly effective for 1,3-disubstituted arenes but produces a statistical mixture of regioisomers for …
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I. Reaction mining—a next-generation platform for reaction discovery II. Rapid, anhydrous, homogenous Suzuki-Miyaura cross-coupling of aryl and alkylboronates
… cross-coupling of boronic esters and boronates. Chapter 1 describes previous efforts by Sarlah and Shved to accelerate the reaction discovery process with the combination of data science, HTE, and artificial isotope distributions. A workflow was subsequently designed with this strategy …
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