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Chemistry

Syracuse University

Theses/Dissertations

Synthesis

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Full-Text Articles in Physical Sciences and Mathematics

Trichloroacetimidates As Outstanding Electrophiles For The Carbon-Nitrogen, Carbon-Oxygen And Carbon-Carbon Bonds Formation And Synthetic Studies Of Protein Phosphatase-5 (Pp5) Small Molecule Inhibitors, Nilamber Mate May 2022

Trichloroacetimidates As Outstanding Electrophiles For The Carbon-Nitrogen, Carbon-Oxygen And Carbon-Carbon Bonds Formation And Synthetic Studies Of Protein Phosphatase-5 (Pp5) Small Molecule Inhibitors, Nilamber Mate

Dissertations - ALL

Trichloroacetimidates have been previously used for glycosidic bond formation in carbohydrate chemistry and in Friedel-Craft reactions. Traditionally, trichloroacetimidates had be synthesized using an alcohol and strongly basic conditions, but in recent years milder preparation methods have been reported. Given the ease of preparation of these versatile reagents, their chemistry has been explored intensely in recent years. While few reported methods suggest they can react under promoter free conditions, activation by Lewis or Brønsted acid leads to a formation of a carbocation from benzylic trichloroacetimidates. Work described herein makes use of these convenient carbocation precursors for new reactions.Isatin is an ambidentate …


Ruthenium Hydride Catalyzed Silylvinylation Of Terminal And Internal Alkynes And Synthesis Of Poly(Trimethylenecarbonate) And Poly(Dimethylacrylamide) Block Copolymer, Alec Beaton Jr. May 2016

Ruthenium Hydride Catalyzed Silylvinylation Of Terminal And Internal Alkynes And Synthesis Of Poly(Trimethylenecarbonate) And Poly(Dimethylacrylamide) Block Copolymer, Alec Beaton Jr.

Honors Capstone Projects - All

Various propargyl alcohols were synthesized via Grignard reactions. These alkynic alcohols are tethered with dimethyl and biphenyl silicon tethers. These terminal alkyne substrates are reacted with RuHCl(CO)(H2IMes)(PPh3) as a catalyst under high pressure (80 psi) ethylene atmosphere to afford the 5-exo-dig trans-silylvinylation product in poor yield. Internal alkyne substrates are found to be much more efficiently transformed into the silylvinylation product, favoring one cycloisomer product over the other.