Event Title
Towards the Synthesis of a Novel Copper(I) Ethyl-2-Naphthyl Appended 1-aza-4,8-dithiacyclodecane Complex
Location
Diamond 145
Start Date
1-5-2014 1:00 PM
End Date
1-5-2014 2:30 PM
Project Type
Presentation
Description
Organocopper reagents are among some of the most popular organometallics complexes available for organic synthesis. These organocopper complexes allow for a wide range of stereoselective and regioselective additions onto large molecules in high yield. While there are exhaustive lists of alkyl, alkenyl, and aryl copper(I) complexes, there are only a few copper(I)-arene complexes known. By studying copper(I)-arene complexes, we can further understand the properties and uses of these complexes. The Conry group has previously synthesized a copper(I)-naphthyl complex that can act as a catalyst for the aziridination of olefins. This copper(I)-naphthyl complex exists in the solid-state and in solution, which is unprecedented as other copper(I)-arene complexes only exist in the solid-state. The current project focuses on synthesizing a modified copper(I)-naphthyl complex; the previously reported ligand appended 1-aza-4,8-dithiacyclodecane to naphthlene by an ethyl linking arm at the 1 position of naphthlene. We aim to probe the importance of the placement of the ethyl linking arm by placing the ethyl arm at the 2 position of the naphthlene. This difference in bond position may greatly change the binding strength of the naphthyl group to the copper(I) ion.
Faculty Sponsor
Julie Millard
Sponsoring Department
Colby College. Chemistry Dept.
CLAS Field of Study
Natural Sciences
Event Website
http://www.colby.edu/clas
ID
372
Towards the Synthesis of a Novel Copper(I) Ethyl-2-Naphthyl Appended 1-aza-4,8-dithiacyclodecane Complex
Diamond 145
Organocopper reagents are among some of the most popular organometallics complexes available for organic synthesis. These organocopper complexes allow for a wide range of stereoselective and regioselective additions onto large molecules in high yield. While there are exhaustive lists of alkyl, alkenyl, and aryl copper(I) complexes, there are only a few copper(I)-arene complexes known. By studying copper(I)-arene complexes, we can further understand the properties and uses of these complexes. The Conry group has previously synthesized a copper(I)-naphthyl complex that can act as a catalyst for the aziridination of olefins. This copper(I)-naphthyl complex exists in the solid-state and in solution, which is unprecedented as other copper(I)-arene complexes only exist in the solid-state. The current project focuses on synthesizing a modified copper(I)-naphthyl complex; the previously reported ligand appended 1-aza-4,8-dithiacyclodecane to naphthlene by an ethyl linking arm at the 1 position of naphthlene. We aim to probe the importance of the placement of the ethyl linking arm by placing the ethyl arm at the 2 position of the naphthlene. This difference in bond position may greatly change the binding strength of the naphthyl group to the copper(I) ion.
https://digitalcommons.colby.edu/clas/2014/program/284