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1 article(s) from McKee, Michael L

Dimerization reactions of aryl selenophen-2-yl-substituted thiocarbonyl S-methanides as diradical processes: a computational study

Michael L. McKee,
Grzegorz Mlostoń,
Katarzyna Urbaniak and
Heinz Heimgartner

Beilstein J. Org. Chem. 2017, 13, 410–416, doi:10.3762/bjoc.13.44

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Scheme 1: Generation and typical reactions of the reactive dialkyl and diaryl thiocarbonyl S-methanides 1.

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Figure 1: Structures of the reactive intermediates as a diradical 6 or a zwitterion 7 in the course of the di...

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Scheme 2: The in situ generation of phenyl selenophen-2-yl S-methanide (8) and its competitive reactions: 1,3...

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Figure 2: Potential 1,3-dipolar electrocyclization of thiocabonyl S-methanide 8A. Computed enthalpies (free e...

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Figure 3: Stepwise radical dimerization of the reactive thiocarbonyl S-methanide 8. Computed enthalpies (free...

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Figure 4: Potential competitive cyclization reactions of the intermediate diradical 12.

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Figure 5: a) Spin densities in the conformers 12F and 12G of diradical 12. b) Heteroatom effect on the magnit...

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Published 03 Mar 2017

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