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Revisiting the Rearrangement of Dewar Thiophenes.

ABSTRACT: The mechanism for the walk rearrangement in Dewar thiophenes has been clarified theoretically by studying the evolution of chemical bonds along the intrinsic reaction coordinates. Substituent effects on the overall mechanism are assessed by using combinations of the ring (R = H, CF3) and traveling (X = S, S = O, and CH2) groups. The origins of fluxionality in the S-oxide of perfluorotetramethyl Dewar thiophene are uncovered in this work. Dewar rearrangements are chemical processes that occur with a high degree of synchronicity. These changes are directly related to the activation energy.

SUBMITTER: Gomez S

PROVIDER: S-EPMC7024393 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Revisiting the Rearrangement of Dewar Thiophenes.

Gómez Sara S Osorio Edison E Dzib Eugenia E Islas Rafael R Restrepo Albeiro A Merino Gabriel G

Molecules (Basel, Switzerland) 20200110 2

The mechanism for the walk rearrangement in Dewar thiophenes has been clarified theoretically by studying the evolution of chemical bonds along the intrinsic reaction coordinates. Substituent effects on the overall mechanism are assessed by using combinations of the ring (R = H, CF<sub>3</sub>) and traveling (X = S, S = O, and CH<sub>2</sub>) groups. The origins of fluxionality in the S-oxide of perfluorotetramethyl Dewar thiophene are uncovered in this work. Dewar rearrangements are chemical pr ...[more]

PMID: 31936766

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Dataset Information

Revisiting the Rearrangement of Dewar Thiophenes.

Publications

Revisiting the Rearrangement of Dewar Thiophenes.

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