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- Bioorthogonal click chemistry (1)
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Articles 1 - 4 of 4
Full-Text Articles in Physical Sciences and Mathematics
Hemithioindigo-Based Photoswitchable Self- Complementary Hydrogen Bond Arrays, Suendues Noori
Hemithioindigo-Based Photoswitchable Self- Complementary Hydrogen Bond Arrays, Suendues Noori
Electronic Thesis and Dissertation Repository
Hydrogen bonded materials are slowly conquering grounds in the literature because of their dynamic features which stem from their reversible interactions. Incorporating the ability for light to chemically modify these interactions provides a unique template for innovative, efficient and self-healing materials. This thesis explores the design, synthesis, and characterization of nine derivatives of a well-known organic compound – hemithioindigo – with dual function; as a photoswitch and a novel self-complementary hydrogen bond array. The supramolecular complexes formed moderate to strong associations (63 M-1 to 1100 M-1) with spontaneous Gibbs free energy values (-10.3 kJ/mol to -17.3 kJ/mol) …
One-Pot Synthesis Of Bicyclic Piperidines From Donor Acceptor Cyclopropanes, David G. Stephens
One-Pot Synthesis Of Bicyclic Piperidines From Donor Acceptor Cyclopropanes, David G. Stephens
Electronic Thesis and Dissertation Repository
The efficient synthesis of heterocyclic compounds is of great importance to organic chemistry. One method for achieving efficiency is through the use and development of one-pot reactions. This thesis describes the planning and development of an extension to the tandem cyclopropane opening Conia-ene reactivity previously reported. A search for a substrate capable of undergoing the reaction was undertaken and the reaction was optimized. The highest yielding conditions tested used catalytic Sc(OTf)3 and superstoichiometric ZnBr2, but other catalyst systems also worked. The optimized reaction conditions tolerated 6-membered rings well in addition to 7-membered rings in some rotationally restricted …
Development Of Multi-Functional Molecular Systems For Applications On Nanomaterial Surfaces, Jun Hyeong Park
Development Of Multi-Functional Molecular Systems For Applications On Nanomaterial Surfaces, Jun Hyeong Park
Electronic Thesis and Dissertation Repository
The glutathione-mediated, retro Michael-type addition reaction is demonstrated to take place at the interface of water-soluble, maleimide-functionalized gold nanoparticles (Maleimide-AuNP). The retro Michael-type addition can be blocked by hydrolyzing the Michael addition thioether adduct at the nanoparticle’s interface. This procedure “locks” the molecule of interest onto the Maleimide-AuNP template, ensuring no loss of the molecular cargo from the nanocarrier. On the other hand, the glutathione-mediated retro Michael-type addition reaction can be exploited for delivering a molecular payload. The Michael donor, 4-mercaptophenylacetic acid was modified with a terminal azide, allowing for addition of cargo through strain-promoted alkyne azide cycloadditions with various …
The Rearrangement And Nucleophilic Addition Of Donor-Acceptor Cyclobutane: Novel Methodologies To Access Δ-Lactones And Ring-Opened Products, Donghyun Koo
Electronic Thesis and Dissertation Repository
Donor-acceptor (D-A) cyclobutanes are a well recognized building block in synthetic organic chemistry thanks to their unique reactivity. A variety of synthetic methodologies such as cycloaddition, rearrangement, and ring-opening addition of D-A cyclobutanes have been reported. Among them, the rearrangement reactions of D-A cyclobutanes have attracted less interest compared with other methodologies as they too often require extreme reaction conditions. To further explore the rearrangement reactions of D-A cyclobutanes, in this work a ring expansion rearrangement reaction of D-A cyclobutanes analogous to the Cloke–Wilson reaction of cyclopropanes was examined. By exploiting the solvent effect in a Brønsted acid system, we …