Synthesis and Metalation of a Ligand: An Interdisciplinary Laboratory Experiment for Second-Year Organic and Introductory Inorganic Chemistry Students

An interdisciplinary laboratory experiment involving second-year undergraduate organic chemistry and introductory inorganic chemistry undergraduate students is described. Organic chemistry students prepare a series of amine-bis­(phenols) via a Mannich reaction, and characterize their products using...

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Published inJournal of chemical education Vol. 92; no. 6; pp. 1103 - 1109
Main Authors Kasting, Benjamin J, Bowser, Andrew K, Anderson-Wile, Amelia M, Wile, Bradley M
Format Journal Article
LanguageEnglish
Published Easton American Chemical Society and Division of Chemical Education, Inc 09.06.2015
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society
American Chemical Society
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Summary:An interdisciplinary laboratory experiment involving second-year undergraduate organic chemistry and introductory inorganic chemistry undergraduate students is described. Organic chemistry students prepare a series of amine-bis­(phenols) via a Mannich reaction, and characterize their products using melting point; FTIR; and 1H, 13C, DEPT-135, and HSQC NMR experiments. In the inorganic chemistry laboratory, students utilize these amine ligands to prepare a series of octahedral titanium complexes, and characterize the resultant complexes using FTIR, and 1H, 13C, DEPT-135, and HSQC NMR spectroscopy. Students are asked to revisit concepts such as the two- and three-dimensional representations of their target molecules and reaction mechanisms throughout both experiments. From these experiments, students gain an appreciation for the multidisciplinary nature of chemistry.
ISSN:0021-9584
1938-1328
DOI:10.1021/ed500802t