{"doi":"10.1002/hlca.201400340","title":"<i>Boyd</i> Group Electronegativity Influence on the <i>Parr</i> Global Electrophilicity of <i>Vilsmeier</i> Reagent‐Derived Imidates: New Insights toward Improving <i>Mitsunobu</i> Chemistry","abstract":"<jats:title>Abstract</jats:title><jats:p>Reactivities of 19 methylated imidate analogs were examined using B3LYP and M06‐2X DFT methods. The resulting HOMO and LUMO energies of each optimized structure were used to calculate corresponding <jats:italic>Parr</jats:italic> global electrophilicity (<jats:italic>ω</jats:italic>) values. When the resulting quantities were compared against <jats:italic>Boyd</jats:italic> group electronegativity (<jats:italic>X</jats:italic><jats:sub>G</jats:sub>) values, a clear correlation was observed, suggesting that electron‐withdrawing effects influence the reactivity of imidates. These findings represent an important first step in developing a novel method toward improving traditional <jats:italic>Mitsunobu</jats:italic> functionalization reactions.</jats:p>","journal":"Helvetica Chimica Acta","year":2015,"id":42266,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":0,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":202539,"name":"Gregory S. Tschumper","orcid":null,"position":1,"is_corresponding":false},{"id":202540,"name":"A. Paige Lathem","orcid":null,"position":2,"is_corresponding":false},{"id":202537,"name":"Jeremy M. Carr","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"base_score":0.0,"endowment":0.0,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":null,"pmcid":null,"openalex_id":"https://openalex.org/W2094586040","authors":[],"funders":[],"total_grants":0,"fwci":0.0,"citation_percentile":0.04994044,"influential_citations":0,"citation_trend":[],"oa_status":"closed","license":"http://onlinelibrary.wiley.com/termsAndConditions#vor","oa_locations":[{"url":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.201400340","host_type":"publisher"},{"url":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.201400340","host_type":"publisher"},{"url":"https://doi.org/10.1002/hlca.201400340","host_type":"journal"}],"fields_of_study":["Organic Chemistry Cycloaddition Reactions","Chemical Reaction Mechanisms","Free Radicals and Antioxidants","Chemistry"],"mesh_terms":[],"keywords":["Chemistry","Electronegativity","Electrophile","Reagent","Reactivity (psychology)","Computational chemistry","Polar effect","Group (periodic table)","HOMO/LUMO","Stereochemistry","Medicinal chemistry","Organic chemistry","Combinatorial chemistry","Catalysis","Molecule"],"sdg_mappings":[],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-06-14T00:45:33.089760Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}