Can we predict ambident regioselectivity using the chemical hardness? [PDF]
, 2023 The hard/soft acid/base (HSAB) principle is a cornerstone in our understanding of chemical reactivity preferences. Motivated by the success of the original (e.g., "global") version of this rule, a "local" counterpart was readily proposed to account for ...
Ramon, Miranda-Quintana +3 more
core +1 more source
Superseding Substrate Control with Catalyst Control to Improve Regioselectivity in Aryne Annulations [PDF]
, 2022 The utility of reactions using unsymmetrically substituted aryne intermediates is negatively impacted by issues with regioselectivity. There have been numerous reports about how to enhance or reverse this regioselectivity in metal-free aryne reactions by
Brylon, Denman +2 more
core +2 more sources
SNAr Regioselectivity Predictions: Machine Learning Trigger-ing DFT Reaction Modeling through Statistical Threshold [PDF]
, 2022 Fast and accurate prospective predictions of the regioselectivity can significantly reduce the time and resources spent on unproductive transformations in the pharmaceutical industry.
Shu, Yu +4 more
core +1 more source
Reactivity, Regioselectivity, and Synthetic Application of 2-Pyrenyl Units in Scholl Reactions [PDF]
, 2023 We herein report the reactivity and regioselectivity of 2-pyrenyl as a coupling unit in Scholl reactions. On the basis of the Scholl reactions of hexaarylbenzene substrates, we have found that pyrenyl units are preferably oxidized over naphthyl and ...
Han, Chen +5 more
core +2 more sources
Insights into the Mechanism and Regioselectivity of Palladium-Catalyzed Arylation of α,β-Unsaturated Ketones [PDF]
, 2023 Transition-metal catalyzed coupling reactions of carbonyl compounds using simple chemical feedstocks have become a cornerstone of modern synthetic organic chemistry.
Xiaoxi, Su +3 more
core +2 more sources
Reverse Regioselectivity in Reductive Ring Opening of Epoxide Enabled by Zirconocene and Photoredox Catalysis [PDF]
, 2021 A ring opening of epoxide with zirconocene and photoredox catalysis has been developed. Compared to the ring opening methods with titanocene, the present protocol exhibited reverse regioselectivity to afford more-substituted alcohols via putative less ...
Eisuke, Ota +5 more
core +2 more sources
Reversal of Regioselectivity in Reactions of Donor-Acceptor Cyclopropanes with Eelectrophilic Olefins [PDF]
, 2021 Cyclopropanes bearing donor and acceptor groups at the opposite ends of the C-C bond should react with both nucleophiles and electrophiles. Their reactivity towards nucleophiles is well explored while only few specific electrophilic reagents give desired
Jakub, Durka +3 more
core +2 more sources
RegioSQM20:improved prediction of the regioselectivity of electrophilic aromatic substitutions [PDF]
, 2020 We present RegioSQM20, a new version of RegioSQM (Chem. Sci. 2018, 9, 660), which predicts the regioselectivities of electrophilic aromatic substitution (EAS) re- actions from the calculation of proton affinities.
Andreas, Gõller +5 more
core +1 more source
Ligand Control of Regioselectivity in Palladium-Catalyzed Heteroannulation Reactions of 1,3-Dienes [PDF]
, 2023 Olefin carbofunctionalization reactions are indispensable tools for constructing diverse, functionalized scaffolds from simple starting materials. However, achieving precise control over regioselectivity in intermolecular reactions remains a formidable ...
Shauna, Paradine +2 more
core +2 more sources
Origins of Internal Regioselectivity in Copper-Catalyzed Borylation of Terminal Alkynes [PDF]
, 2021 Installation of a boron functionality into a more substituted carbon of terminal alkynes has been a challenging issue in chemical synthesis, since inherently Lewis acidic boron moieties, in principle, favor their attachment to a terminal carbon.
Takumi, Tsushima +4 more
core +2 more sources