{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Zawadzinska K"],"funding":["European Regional Development Fund in the framework of the Operational Program Development of Eastern Poland"],"pagination":["6774"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8622200"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["26(22)"],"pubmed_abstract":["The regioselective zw-type [3 + 2] cycloaddition (32CA) reactions of a series of aryl-substituted nitrile N-oxides (NOs) with trichloronitropropene (TNP) have been both experimentally and theoretically studied within the Molecular Electron Density Theory (MEDT). Zwitterionic NOs behave as moderate nucleophiles while TNP acts as a very strong electrophile in these polar 32CA reactions of forward electron density flux, which present moderate activation Gibbs free energies of 22.8-25.6 kcal·mol-1 and an exergonic character of 28.4 kcal·mol-1 that makes them irreversible and kinetically controlled. The most favorable reaction is that involving the most nucleophilic MeO-substituted NO. Despite Parr functions correctly predicting the experimental regioselectivity with the most favorable O-CCCl3 "],"journal":["Molecules (Basel, Switzerland)"],"pubmed_title":["The Participation of 3,3,3-Trichloro-1-nitroprop-1-ene in the [3 + 2] Cycloaddition Reaction with Selected Nitrile N-Oxides in the Light of the Experimental and MEDT Quantum Chemical Study."],"pmcid":["PMC8622200"],"funding_grant_id":["POPW.01.03.00-06-009/11-00","PID2019-110776GB-I00 (AEI/FEDER, UE),","PID2019-110776GB-I00 (AEI/FEDER, UE"],"pubmed_authors":["Wolinski P","Kula K","Miroslaw B","Jasinski R","Rios-Gutierrez M","Krawczyk T","Zawadzinska K"],"additional_accession":[]},"is_claimable":false,"name":"The Participation of 3,3,3-Trichloro-1-nitroprop-1-ene in the [3 + 2] Cycloaddition Reaction with Selected Nitrile N-Oxides in the Light of the Experimental and MEDT Quantum Chemical Study.","description":"The regioselective zw-type [3 + 2] cycloaddition (32CA) reactions of a series of aryl-substituted nitrile N-oxides (NOs) with trichloronitropropene (TNP) have been both experimentally and theoretically studied within the Molecular Electron Density Theory (MEDT). Zwitterionic NOs behave as moderate nucleophiles while TNP acts as a very strong electrophile in these polar 32CA reactions of forward electron density flux, which present moderate activation Gibbs free energies of 22.8-25.6 kcal·mol-1 and an exergonic character of 28.4 kcal·mol-1 that makes them irreversible and kinetically controlled. The most favorable reaction is that involving the most nucleophilic MeO-substituted NO. Despite Parr functions correctly predicting the experimental regioselectivity with the most favorable O-CCCl3 ","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Nov","modification":"2025-04-04T21:28:38.608Z","creation":"2022-02-11T13:32:49.683Z"},"accession":"S-EPMC8622200","cross_references":{"pubmed":["34833866"],"doi":["10.3390/molecules26226774"]}}