Material Information
- Title:
- Further Research Towards the Synthesis of the Novel Ligand 1,4-Dibenzyl-1,4,7-Triazacyclononane-7-Monoacetate (Bn2TCMA)
- Physical Description:
- Book
- Language:
- English
- Creator:
- Bamberger, Stephanie
- Publisher:
- New College of Florida
- Place of Publication:
- Sarasota, Fla.
- Publication Date:
- 2014
Thesis/Dissertation Information
- Degree:
- Bachelor's ( B.A.)
- Degree Grantor:
- New College of Florida
- Degree Divisions:
- Natural Sciences
- Area of Concentration:
- Chemistry
Subjects
- Genre:
- Electronic Thesis or Dissertation
bibliography ( marcgt )
theses ( marcgt )
government publication (state, provincial, territorial, dependent) ( marcgt )
born-digital ( sobekcm )
Notes
- Abstract:
- The exact mechanisms by which oxalate oxidase and oxalate decarboxylase degrade oxalate are still debated. The development of a small synthetic model of the active site may allow for this to be studied further. The target ligand, 1,4-dibenzyl-1,4,7-triazacyclononane-7-monoacetate (Bn2TCMA), was designed for this purpose. The addition of the benzyl groups is predicted to add enough steric hindrance to the ligand to prevent multiple ligands from bonding to the manganese ion. The benzyl groups also have the added advantage of being easily altered to include different electron withdrawing groups and electron donating groups to fine tune the redox chemistry.
The synthesis of Bn2TCMA is complicated by the difficulty in removing the tosyl group from 1,4-dibenzyl-7-tosyl-1,4,7-triazacyclononane; percent yields have been consistently low. Progress towards the synthesis of Bn2TCMA has been made by the successful purification of 1,4-dibenzyl-1,4,7-triazacyclononane-7-ethyl acetate (Bn2TACN-EA) after the addition of the ethyl acetate arm. Percent yields of 15.1% and 81.5 % were obtained for the first time for 1,4-dibenzyl-1,4,7-triazacyclononane (Bn2TACN) and Bn2TACN-EA, respectively. The final synthetic step, the addition of potassium hydroxide for the removal of the ethyl group has been performed and the product studied by 1H-NMR and 13C-NMR.
- Statement of Responsibility:
- by Stephanie Bamberger
- Thesis:
- Thesis (B.A.) -- New College of Florida, 2014
- General Note:
- RESTRICTED TO NCF STUDENTS, STAFF, FACULTY, AND ON-CAMPUS USE
- Bibliography:
- Includes bibliographical references.
- General Note:
- This bibliographic record is available under the Creative Commons CC0 public domain dedication. The New College of Florida Libraries, as creator of this bibliographic record, has waived all rights to it worldwide under copyright law, including all related and neighboring rights, to the extent allowed by law.
- General Note:
- Faculty Sponsor: Sherman, Suzanne
Record Information
- Source Institution:
- New College of Florida
- Holding Location:
- New College of Florida
- Rights Management:
- Applicable rights reserved.
- Classification:
- S.T. 2014 B36
- System ID:
- AA00024711:00001
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