Chemistry - An Asian Journal · 2019 · 33 citations · 45 references
Natural SciencesChemistryCatalysisComputational ChemistryOrganic ChemistryAddition ReactionsChemical BondingHalogen ChemistryOrganic SynthesisAcid CatalysisBrønsted Acid CatalysisBrønsted Base CatalysisConjugate AdditionGeneral Acid CatalysisThiophene Chemistry
Abstract Herein, we report the conjugate addition of α,β‐unsaturated carbonyl compounds to thiophene derivatives. We used a 2‐iodoimidazolinium triflate salt as a halogen‐bonding donor, which afforded moderate‐to‐excellent yields of the corresponding alkylated thiophenes. Insight into the catalytic process was obtained from 1 H NMR spectroscopy studies and DFT calculations, which indicated a halogen‐bonding‐supported mechanism with limited Brønsted acid catalysis.
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Aleksandr V. Marenich, Christopher J. Cramer, Donald G. Truhlar · The Journal of Physical Chemistry B · 2009 · 17.4K citations · Full text
Natural Sciences, Chemistry, Physics +17
An overview of halogen bonding
Peter Politzer, Pat Lane, Monica C. Concha et al. · Journal of Molecular Modeling · 2006 · 1.4K citations