"Click-ene" Chemistry: An Efficient Synthetic Strategy for the One-step Development of Function Monomers and Polymer
Date of Award
Master of Science (MS)
Dr. Santimukul Santra
Dr. Charles Neef
Dr. Jeanne Norton
In this study, we are going to establish a new one-step method, named as “click-ene” chemistry, using alkenes and azides. Traditionally, as discovered by Dr. K.B. Sharpless and his groups, “click” chemistry requires an alkyne and azide groups in the presence of a solvent and Cu derived catalyst. “Click-ene” chemistry provides similar orthogonality in starting materials without the requirement of potentially harmful transition metal catalyst. In this direction, the new “click-ene” chemistry will be established not only catalyst-free, but solvent-free as well. Various alkyl/aryl alkene and azide functional starting materials were selected for establishing the new “click-ene” concept. Using commodity starting materials, small molecules were synthesized to test the viability of purposed “click-ene” chemistry. Providing a 1,2,3-triazole ring conformation “click-ene” chemistry provides: modular synthetic routes, electron rich ring configuration, hydrogen-bonding potential through nitrogen atoms, and good solubility due to a strong dipole-moment. Furthermore, novel AB monomers were designed for the syntheses of functional “click-ene” polymers. In addition, using established “click-ene” chemistry, polymerization synthetic pathways will be demonstrate the catalyst/solvent free reactions. The synthesized library of “click-ene” small molecules, functional monomers, and polymers will be characterized using various spectroscopic and chromatographic techniques.
Bean, Ren, ""Click-ene" Chemistry: An Efficient Synthetic Strategy for the One-step Development of Function Monomers and Polymer" (2019). Electronic Theses & Dissertations. 405.