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Diels-Alder Visualization Several computer animations of a Diels-Alder reaction that were created as an undergraduate student project are presented.
Addition Reactions |
Alkenes
Addition Reactions of Alkenes The Diels-Alder reaction, addition of oxygen to tetrakis(N, N-dimethylamino) ethylene, polymerization of ethylene, and addition of iodine to a-pinene are demonstrated. Molecular models of ethene are shown.
A Three-Step Laboratory Sequence To Prepare a Carbene Complex of Silver(I) ChlorideJohn P. Canal, Taramatee Ramnial, Lisa D. Langlois, Colin D. Abernethy, and Jason A. C. Clyburne Presents a multistep inorganic synthesisof N-heterocyclic carbenes that introduces students to modern organometallic chemistry, multinuclear NMR (1H and 13C) spectroscopy, and novel coordination geometries and valence states of carbon. Canal, John P.; Ramnial, Taramatee; Langlois, Lisa D.; Abernethy, Colin D.; Clyburne, Jason A. C. J. Chem. Educ.2008, 85, 416.
Coordination Compounds |
NMR Spectroscopy |
Organometallics |
Synthesis
Organometallic chemistry: A course designed for sophomore chemistry studentsMiessler, Gary L.; Spessard, Gary O. Descriptin of a new course offered during the one-month January interim session for students who have completed one semester of organic chemistry. This paper describes the course so that it may be adapted at other institutions. Students have responded favorably to this course. Miessler, Gary L.; Spessard, Gary O. J. Chem. Educ.1991, 68, 16.
AlcoholsEd Vitz, John W. Moore A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
Alcohols |
Addition Reactions
Molecular Models of Ruthenium(II) Organometallic ComplexesWilliam F. Coleman The featured molecules for this month come from the paper "Experiments in Thermodynamics and Kinetics of Phosphine Substitution in (p-Cymene)RuCl2(PR3)" by Ozerov, Moura, and Hoffman in which they study the reactions of a number of "piano stool" complexes of ruthenium(II). The synthesis of compound 2a offers students an alternative to the preparation of ferrocene if they are only preparing one metal-arene complex, and the use of the (p-cymene)RuCl2 dimer as a starting material introduces them to a compound that has become important for the synthesis of a number of ruthenium catalysts. Two structures are found for the dimer in the gas phase, one with the chlorides cis to one another and a more stable form with the chlorides trans. DFT calculations using the LanL2MB basis set and the B3LYP functional in Gaussian 03 (1) show the trans form to be about 90 kJ/mol more stable than the cis form. The structures of the trans form of the dimer and of compound 2a are presented in 2 formats with bonds from the ruthenium ion to all of the carbons in the aryl ring and with a single line to a ghost atom in the center of the ring. These are the two common ways of representing such structures but students should be made aware that the overall coordination about the ruthenium in both the dimer and in compound 2a is octahedral, and should look at the structures to convince themselves of that fact. It is also instructive to look at compound 2a, and the other piano stool complexes that are made in the paper, to see how deceptive representation of the triphenylphosphine moiety as PR3 is in terms of the stereochemical bulk of that group.
Organometallics
Unsaturated HydrocarbonsEd Vitz, John W. Moore A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
