Ruthenium Hydride Catalyzed Silylvinylation of Terminal and Internal Alkynes and Synthesis of Poly(trimethylenecarbonate) and Poly(dimethylacrylamide) Block Copolymer

Author

Alec Beaton Jr.

Bound Volume Number

Volume III

Degree Type

Honors Capstone Project

Date of Submission

Spring 5-2016

Capstone Advisor

Daniel Clark

Capstone Major

Chemistry

Capstone College

Arts and Science

Audio/Visual Component

no

Keywords

Synthesis, organometallic chemistry, polymer chemistry

Capstone Prize Winner

no

Won Capstone Funding

no

Honors Categories

Sciences and Engineering

Subject Categories

Chemistry

Abstract

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.

Recommended Citation

Beaton Jr., Alec, "Ruthenium Hydride Catalyzed Silylvinylation of Terminal and Internal Alkynes and Synthesis of Poly(trimethylenecarbonate) and Poly(dimethylacrylamide) Block Copolymer" (2016). Renée Crown University Honors Thesis Projects - All. 968.
https://surface.syr.edu/honors_capstone/968

Creative Commons License

This work is licensed under a Creative Commons Attribution 3.0 License.