Presentation Title

Benchtop Synthesis of N-heterocyclic Carbene Complexes with First Row Transition Metals

Faculty Mentor

Sabine C.E Stieber

Start Date

23-11-2019 8:45 AM

End Date

23-11-2019 9:30 AM

Location

238

Session

poster 2

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Carbenes are highly reactive carbon species with two bonds, a lone pair, and a total of 5 valence electrons. N-heterocyclic carbenes (NHC) act as useful ligands for organometallic chemistry and are five-membered rings with 2 nitrogen atoms. The benefit of using carbenes is their ability to stabilize metal centers with high-oxidation states and reactive electron-rich complexes. The goal of this experiment was to synthesize first row transition metal complexes with bidentate NHC ligands under air, since most methods require rigorous air-free environments. Metal acetates including cobalt acetate, iron acetate, and magnesium acetate are cost-effective reagents that were tested to produce new NHC complexes in a one-pot synthesis similar to those reported for Pd. Mesityl imidazole was synthesized according to literature procedures, followed by synthesis of the bis(imidazolium) salt, [MesNHC2Me][Br]2. The salt was then reacted with the metal acetates and the products were characterized by 1H NMR and single crystal XRD. Results suggest that not all reactions resulted in complexation, but that useful starting materials were created.

This document is currently not available here.

Share

COinS
 
Nov 23rd, 8:45 AM Nov 23rd, 9:30 AM

Benchtop Synthesis of N-heterocyclic Carbene Complexes with First Row Transition Metals

238

Carbenes are highly reactive carbon species with two bonds, a lone pair, and a total of 5 valence electrons. N-heterocyclic carbenes (NHC) act as useful ligands for organometallic chemistry and are five-membered rings with 2 nitrogen atoms. The benefit of using carbenes is their ability to stabilize metal centers with high-oxidation states and reactive electron-rich complexes. The goal of this experiment was to synthesize first row transition metal complexes with bidentate NHC ligands under air, since most methods require rigorous air-free environments. Metal acetates including cobalt acetate, iron acetate, and magnesium acetate are cost-effective reagents that were tested to produce new NHC complexes in a one-pot synthesis similar to those reported for Pd. Mesityl imidazole was synthesized according to literature procedures, followed by synthesis of the bis(imidazolium) salt, [MesNHC2Me][Br]2. The salt was then reacted with the metal acetates and the products were characterized by 1H NMR and single crystal XRD. Results suggest that not all reactions resulted in complexation, but that useful starting materials were created.