Geminal repulsion disrupts Diels–Alder reactions of geminally substituted cyclopentadienes and 4H-pyrazoles

We have experimentally and computationally explored the sluggish Diels-Alder reactivities of the geminally substituted 5,5-dimethylcyclopentadiene and 5,5-dimethyl-2,3-diazacyclopentadiene (4,4-dimethyl-4H-pyrazole) scaffolds. We found that geminal dimethylation of 1,2,3,4-tetramethylcyclopentadiene...

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Bibliographic Details
Main Authors: Levandowski, Brian J., Abularrage, Nile S., Raines, Ronald T.
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:English
Published: Elsevier BV 2022
Online Access:https://hdl.handle.net/1721.1/141238.2