Structural Modification of a Macrocyclic Polyamine Ligand Cyclam

Lead Author Major

Medicinal Chemistry

Format

Oral Presentation

Faculty Mentor Name

Qinliang Zhao

Faculty Mentor Department

Chemistry

Abstract/Artist Statement

Macrocyclic ligands are extremely favorable for complexation with metal ions, organic cations and organic anions. In this project, 1,4,8,11- tetraazacyclotetradecane (cyclam) was chosen to be the main ligand. Fine-tune of the ligand properties was accomplished by substituting the ligands with different groups. Reactions between cyclam and aryl halides, cyclam and diphenylphosphoryl chloride were assisted with the addition of a scavenge base and were examined at different conditions. Both reactions were closely monitored by MS and NMR analyses. After optimization of the reaction conditions, products were obtained at relatively high yields. Their purities have been characterized by MS, NMR and X-ray Crystallography. This study allowed us to look into the modification of polyamine more intensively, which will readily provide further implications on how the ligand environment can be adjusted to affect its properties and functions.

Location

DeRosa University Center, Room 211

Start Date

20-4-2013 3:00 PM

End Date

20-4-2013 3:15 PM

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Apr 20th, 3:00 PM Apr 20th, 3:15 PM

Structural Modification of a Macrocyclic Polyamine Ligand Cyclam

DeRosa University Center, Room 211

Macrocyclic ligands are extremely favorable for complexation with metal ions, organic cations and organic anions. In this project, 1,4,8,11- tetraazacyclotetradecane (cyclam) was chosen to be the main ligand. Fine-tune of the ligand properties was accomplished by substituting the ligands with different groups. Reactions between cyclam and aryl halides, cyclam and diphenylphosphoryl chloride were assisted with the addition of a scavenge base and were examined at different conditions. Both reactions were closely monitored by MS and NMR analyses. After optimization of the reaction conditions, products were obtained at relatively high yields. Their purities have been characterized by MS, NMR and X-ray Crystallography. This study allowed us to look into the modification of polyamine more intensively, which will readily provide further implications on how the ligand environment can be adjusted to affect its properties and functions.