{"doi":"10.1039/d1sc02547c","title":"Photoinduced 1,2-dicarbofunctionalization of alkenes with organotrifluoroborate nucleophiles <i>via</i> radical/polar crossover","abstract":"-(acyloxy)phthalimide redox-active esters as radical progenitors and organotrifluoroborates as carbon-centered nucleophiles is reported. This redox-neutral, multicomponent reaction is postulated to proceed through photochemical radical/polar crossover to afford a key carbocation species that undergoes subsequent trapping with organoboron nucleophiles to accomplish the carboallylation, carboalkenylation, carboalkynylation, and carboarylation of alkenes with regio- and chemoselective control. The mechanistic intricacies of this difunctionalization were elucidated through Stern-Volmer quenching studies, photochemical quantum yield measurements, and trapping experiments of radical and ionic intermediates.","journal":"Chemical Science","year":2021,"id":152182,"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":77,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9511,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2021-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":646370,"name":"Anasheh Sookezian","orcid":"0000-0003-0642-4501","position":1,"is_corresponding":false},{"id":236833,"name":"Shorouk O. Badir","orcid":"0000-0003-4634-0644","position":2,"is_corresponding":false},{"id":406474,"name":"Mirna El Khatib","orcid":"0000-0002-1524-3764","position":3,"is_corresponding":false},{"id":236834,"name":"Gary A. Molander","orcid":"0000-0002-9114-5584","position":4,"is_corresponding":false},{"id":646369,"name":"María Jesús Cabrera‐Afonso","orcid":"0000-0002-3736-3206","position":0,"is_corresponding":true}],"reference_count":103,"raw_metadata":null,"created_at":"2026-07-18T23:43:22.562252Z","pmid":"34276949","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":[]}