Synthesis of novel dienes and cyclic compounds via olefin metathesis reactions catalyzed by the second generation Grubbs catalyst

Author

Patrick Joseph Carey, University of Tennessee at ChattanoogaFollow

Project Director

Knight, Kyle S.

Department Examiner

Albu, Titus; Rybolt, Tom R.; Nicols, Stephen, III

Department

Dept. of Chemistry

Publisher

University of Tennessee at Chattanooga

Place of Publication

Chattanooga (Tenn.)

Abstract

Transition metal-catalyzed olefin metathesis reactions play a significant role in chemical synthesis. These reactions are currently applied across several disciplines, and their full potential has not yet been reached. This project details the synthesis of spiro[3-cyclopentene-1,9’-[9H]fluorene], 1-(1-amino-2-methylpropyl)-3-cyclopentenol, and the eugenol dimer via olefin metathesis reactions catalyzed by the second generation Grubbs catalyst. The unique structural properties of each compound help demonstrate the widespread abilities of these reactions. Also reported are the novel three-dimensional crystal structures of both spiro[3-cyclopentene-1,9’-[9H]fluorene] and the eugenol dimer. These structures were determined via X-ray diffraction crystallography methods using a Bruker SMART X2S Single Crystal Diffractometer. Both of these structures have R-values within the accepted publication range of 0.00 – 5.00%

Acknowledgments

Dr. Kyle Knight Dr. Tom Rybolt Dr. Titus Albu Dr. Stephen Nichols UTC Department of Chemistry UTC Department of Chemistry Grote Fund National Science Foundation UTC Provost Student Research Award Materia, Inc.

Degree

B. S.; An honors thesis submitted to the faculty of the University of Tennessee at Chattanooga in partial fulfillment of the requirements of the degree of Bachelor of Science.

Date

5-2015

Subject

Chemical reactions; Organic compounds -- Synthesis

Keyword

olefin metathesis; Grubbs catalyst; x-ray crystallography; organic synthesis; cross metathesis; ring-closing metathesis

Discipline

Chemistry

Document Type

Theses

Extent

45 leaves

DCMI Type

Text

Language

English

Rights

http://rightsstatements.org/vocab/InC/1.0/

License

http://creativecommons.org/licenses/by-nc-nd/3.0/

Recommended Citation

Carey, Patrick Joseph, "Synthesis of novel dienes and cyclic compounds via olefin metathesis reactions catalyzed by the second generation Grubbs catalyst" (2015). Honors Theses.
https://scholar.utc.edu/honors-theses/24