Synthesis and Monitoring of Functional Molecular Nanomachines

dc.contributor.advisorTour, James M.en_US
dc.creatorvan Venrooy, Alexis Roseen_US
dc.date.accessioned2021-12-06T19:40:56Zen_US
dc.date.available2022-06-01T05:01:13Zen_US
dc.date.created2021-12en_US
dc.date.issued2021-12-03en_US
dc.date.submittedDecember 2021en_US
dc.date.updated2021-12-06T19:40:56Zen_US
dc.description.abstractThis thesis describes the synthesis, application, and study of three types of molecular machines: nanocars, hemithioindigo switches and motors, and Feringa- type molecular motors. Each chapter involves a different type of molecular machine, designed for a specific purpose. The first chapter, Nanocars with Permanent Dipoles: Preparing for the Second International Nanocar Race, is focused solely on the multi-step synthetic strategy involved to make the requite molecules. The cars are designed to be stimulated on a metal surface with an electric field gradient from a scanning probe microscopy tip. To optimize the ability to translate and rotate a car with extreme precision, a permanent dipole moment, generated by an N,N dimethylamine- moiety on one end of the car coupled with a nitro group on the other end, has been included in each structure. The nanocars all possess unexplored combinations of structural features. The second chapter, a collaboration with Dr. Ana L. Santos, Visible-Light Active Hemithioindigos Kill Gram-positive Bacteria by Oxidative Damage, focuses on the application of the molecules as new antimicrobial agents as well as the synthesis. We describe a set of new hemithioindigo (HTI)-based visible light-activated molecular switches and unidirectional molecular motors that kill Gram-positive, but not Gram-negative bacteria, within minutes of light activation (455 nm at 65 mW cm-2) without damaging mammalian cells. These molecules, with an oxidative mechanism of action, stand in contrast to previous work involving Feringa-type molecular motors, where the mechanism of action is mechanical. The final chapter, Probing the Rotary Cycle of Amine- Substituted Molecular Motors, is focused on studying the physical organic chemistry involved in the rotation of a new, diamine-substituted Feringa-type molecular motor. I describe the effects of the functionalization as well as a new method for determining the molar absorbance of the thermally fleeting metastable conformer. Here we use in situ NMR illumination and UV-vis spectroscopy to determine the kinetic and thermodynamic parameters of the rate limiting, thermal isomerization step of the molecular motor.en_US
dc.embargo.terms2022-06-01en_US
dc.format.mimetypeapplication/pdfen_US
dc.identifier.citationvan Venrooy, Alexis Rose. "Synthesis and Monitoring of Functional Molecular Nanomachines." (2021) Diss., Rice University. <a href="https://hdl.handle.net/1911/111744">https://hdl.handle.net/1911/111744</a>.en_US
dc.identifier.urihttps://hdl.handle.net/1911/111744en_US
dc.language.isoengen_US
dc.rightsCopyright is held by the author, unless otherwise indicated. Permission to reuse, publish, or reproduce the work beyond the bounds of fair use or other exemptions to copyright law must be obtained from the copyright holder.en_US
dc.subjectmolecular motorsen_US
dc.subjectnanocarsen_US
dc.subjectnanomachinesen_US
dc.subjecthemithioindigoen_US
dc.subjectorganic chemistryen_US
dc.titleSynthesis and Monitoring of Functional Molecular Nanomachinesen_US
dc.typeThesisen_US
dc.type.materialTexten_US
thesis.degree.departmentChemistryen_US
thesis.degree.disciplineNatural Sciencesen_US
thesis.degree.grantorRice Universityen_US
thesis.degree.levelDoctoralen_US
thesis.degree.nameDoctor of Philosophyen_US
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