[{"data":1,"prerenderedAt":-1},["ShallowReactive",2],{"detail-sidebar-cat-0-en-105":3,"doc-seo-181862-105":59,"doc-detail-181862-en":130},{"code":4,"msg":5,"data":6},0,"success",[7,13,18,23,28,33,38,43,48,51,55],{"id":8,"doc_module":4,"doc_module_name":9,"category_name":10,"show_sort_weight":11,"slug":12},1,"Document","Story & Novel",90,"story-novel",{"id":14,"doc_module":4,"doc_module_name":9,"category_name":15,"show_sort_weight":16,"slug":17},2,"Literature",80,"literature",{"id":19,"doc_module":4,"doc_module_name":9,"category_name":20,"show_sort_weight":21,"slug":22},4,"Exam",70,"exam",{"id":24,"doc_module":4,"doc_module_name":9,"category_name":25,"show_sort_weight":26,"slug":27},5,"Comic",60,"comic",{"id":29,"doc_module":4,"doc_module_name":9,"category_name":30,"show_sort_weight":31,"slug":32},6,"Technology",50,"technology",{"id":34,"doc_module":4,"doc_module_name":9,"category_name":35,"show_sort_weight":36,"slug":37},7,"Healthcare",40,"healthcare",{"id":39,"doc_module":4,"doc_module_name":9,"category_name":40,"show_sort_weight":41,"slug":42},8,"Research & Report",30,"research-report",{"id":44,"doc_module":4,"doc_module_name":9,"category_name":45,"show_sort_weight":46,"slug":47},9,"Religion & Spirituality",20,"religion-spirituality",{"id":46,"doc_module":4,"doc_module_name":9,"category_name":49,"show_sort_weight":46,"slug":50},"World Cup","world-cup",{"id":52,"doc_module":4,"doc_module_name":9,"category_name":53,"show_sort_weight":52,"slug":54},10,"Lifestyle","lifestyle",{"id":56,"doc_module":4,"doc_module_name":9,"category_name":57,"show_sort_weight":24,"slug":58},19,"General","general",{"code":4,"msg":60,"data":61},"ok",{"site_id":62,"language":63,"slug":64,"title":65,"keywords":66,"description":67,"schema_data":68,"social_meta":123,"head_meta":125,"extra_data":127,"updated_unix":129},105,"en","phosphorus-containing-nucleophiles-in-reactions-with-polyfluorinated-organic-compounds-review","Phosphorus-containing nucleophiles in reactions with polyfluorinated organic compounds - Review","","The review compiles new experimental data on reactions of phosphorus-containing nucleophiles such as triphenylphosphine, trialkylphosphines, trialkyl phosphites, and phosphorus tris(diethylamide) with perfluorinated olefins and aromatic or heterocyclic compounds. Results include products both with and without a phosphorus atom, while interaction pathways involving phosphorus tris(diethylamide) and trialkylphosphines generate phosphoranes that decompose to aryl and alkenyl anions. The study examines reactions of these anions with C-electrophiles and mobile-halogen compounds, analyzes Arbuzov pathways, and demonstrates synthetic applications, with 120 references.",{"@graph":69,"@context":122},[70,84,105],{"@type":71,"itemListElement":72},"BreadcrumbList",[73,77,79,82],{"item":74,"name":75,"@type":76,"position":8},"https://docshare.wps.com","Home","ListItem",{"item":78,"name":9,"@type":76,"position":14},"https://docshare.wps.com/document/",{"item":80,"name":40,"@type":76,"position":81},"https://docshare.wps.com/document/research-report/",3,{"item":83,"name":65,"@type":76,"position":19},"https://docshare.wps.com/document/phosphorus-containing-nucleophiles-in-reactions-with-polyfluorinated-organic-compounds-review/181862/",{"url":83,"name":65,"@type":85,"image":86,"author":91,"headline":65,"publisher":94,"fileFormat":97,"inLanguage":63,"description":67,"dateModified":98,"datePublished":99,"encodingFormat":97,"isAccessibleForFree":100,"interactionStatistic":101},"DigitalDocument",{"url":87,"@type":88,"width":89,"height":90},"https://docshare.wps.com/thumbnails/phosphorus-containing-nucleophiles-in-reactions-with-polyfluorinated-organic-compounds-review/181862.png","ImageObject",300,407,{"name":92,"@type":93},"Himbo","Person",{"url":74,"name":95,"@type":96},"DocShare","Organization","application/pdf","2026-11-07","2026-09-02",true,{"@type":102,"interactionType":103,"userInteractionCount":39},"InteractionCounter",{"@type":104},"ViewAction",{"@type":106,"mainEntity":107},"FAQPage",[108,114,118],{"name":109,"@type":110,"acceptedAnswer":111},"Which phosphorus-containing nucleophiles are discussed in the review?","Question",{"text":112,"@type":113},"The review focuses on nucleophiles including triphenylphosphine, trialkylphosphines, trialkyl phosphites, and phosphorus tris(diethylamide), among others.","Answer",{"name":115,"@type":110,"acceptedAnswer":116},"What kinds of products form when these nucleophiles react with perfluorinated compounds?",{"text":117,"@type":113},"Reactions yield substances both with phosphorus atoms and without phosphorus atoms, depending on the pathway and reacting partners.",{"name":119,"@type":110,"acceptedAnswer":120},"How are phosphoranes and aryl/alkenyl anions involved in the reaction mechanisms?",{"text":121,"@type":113},"Interaction of phosphorus tris(diethylamide) and trialkylphosphines with organic polyfluoro-compounds and perfluoroolefins leads to phosphorane formation, whose decomposition produces aryl and alkenyl anions.","https://schema.org",{"og:url":83,"og:type":124,"og:title":65,"og:site_name":95,"og:description":67},"article",{"robots":126,"canonical":83},"index,follow",{"doc_id":128,"site_id":62},181862,1791370170,{"code":4,"msg":5,"data":131},{"doc_id":128,"user_id":132,"nickname":92,"user_avatar":133,"doc_module":4,"category_id":39,"category_name":40,"doc_title":65,"doc_description":67,"doc_content":134,"file_id":135,"file_url":136,"file_type":137,"file_size":138,"view_count":39,"is_deleted":4,"is_public":8,"is_downloadable":8,"audit_status":8,"page_count":139,"language":140,"language_code":63,"site_id":62,"html_lang":63,"table_of_contents":141,"faqs":142,"seo_title":143,"seo_description":67,"update_tm":144,"read_time":145,"preview_page_count":4},687197100911,"https://ap-avatar.wpscdn.com/avatar/a000239b6f1da00475?x-image-process=image/resize,m_fixed,w_180,h_180&k=1785132997149421697","Phosphorus-containing nucleophiles in reactions withpolyfluorinated organic compounds  \nG G Furin  \nContents  \nI.Introduction243II.Reactions of phosphorus-containing nucleophiles with unsaturated perfluorinated compounds222III.P-Nucleophiles as synthons in the synthesis of perfluorinated organic compounds without phosphorus atoms253IV.Conclusion257  \nAbstract.The review presents a compilation of new experimentaldata on the reactions of phosphorus-containing nucleophiles[triphenylphosphine,trialkylphosphines,trialkyl phosphites,phosphorus tris(diethylamide),etc.]with perfluorinated oefinsand aromatic and heterocyclic compounds,leading to substancesboth with and without a phosphorus atom.It is shown that theinteraction of phosphorus tris(diethylamide)and trialkylphos-phines with organic polyfluoro-compounds and perfluoroolefinsleads to the formation of phosphoranes,the decomposition ofwhich is accompanied by the generation of aryl and alkenylanions.The reactions of these anions with C-electrophiles andcompounds containing mobile halogen atoms are examined.Inaddition,the pathways in the Arbuzov reaction involving a seriesof unsaturated perfluorinated compounds are analysed.Possibleapplications of these reactions in organic synthesis aredemonstrated.The bibliography includes 120 references.  \nI.Introduction  \nThe interest shown by investigators in the chemistry oforganophosphorus compounds can be explained by their highreactivity and a unique set of properties,which make thesesubstances valuable objects for theoretical research and impartto them practical importance.  However,organophosphoruscompounds containing polyfluorinated alkyl and aryl substituentsbegan tobe investigated only recently.Bearing in mind the mutualinfluence of the fluorine and phosphorus atoms on the propertiesof the entire molecule,one can postulate that such compoundshave many interesting properties.  \nThe methods of synthesis of organophosphorus compoundsare based on reactions involving the nucleophilic substitution offluorine atoms in unsaturated organofluorine compounds ontreatment with P-nucleophiles(compounds of trivalent phos-phorus).Three types of reactions are then possible:  \n(1)substitution reactions without change in the valence of thephosphorus atom(one of the substituents at the phosphorus atomundergoes the usual exchange for a perfluorinated substituent);  \nGG Furin.Novosibirsk Institute of Organic Chemistry,Siberian Divi-sion of the Russian Academy of Sciences.prosp.ak.Lavrent'eva 9,630090 Novosibirsk,Fax(7-383-2)354752.  \nReceived 1 July 1992Uspekhi Khimii 62(3)267-283(1993);translated by AK Grzybowski  \nU.D.C.542.91+547.241+547.539.151  \n(2)substitution reactions accompanied by the oxidation of thephosphorus atom (they lead to the formation of phosphoniumsalts,phosphoranes,and phosphinic and phosphonic acid estersinwhich the phosphorus atom isin pentacoordinate and tetracoordi-nate states);  \n(3)reactions in which compounds of tricoordinatephosphorus play the role of a synthon,the final product of suchreactions being compounds with a new C-C bond and without aphosphorus atom.  \nWhereas the reactions of the first two types have long beenknown and have been thoroughly investigated for a wide range ofP-nucleophiles,those of the third type are in fact characteristic ofthe polyfluorinated compounds.They have come to constitute oneof the methods of synthetic organic chemistry used to introducevarious perfluorocarbon groups into the molecule.One can nownote that these procedures have a great future.  \nThe introduction of a fluorine atom into organophosphoruscompounds leads to extensive possibilities both in the synthesis ofbiologically active compounds and in the determination of therelation between the chemical structure and properties ofcompounds of this class.At the present time,the stage involvingthe accumulation of experimental data on the synthesis ofcompounds of this class may be regarded as completed andattention should now be concentrated o","cbCaire2yQ5863uD","https://ap.wps.com/l/cbCaire2yQ5863uD","pdf",1396598,17,"English","# I. Introduction\n# II. Reactions of phosphorus-containing nucleophiles with unsaturated perfluorinated compounds\n## 1. Reactions with trialkyl-, dialkyl-, and triphenyl-phosphines\n# III. P-Nucleophiles as synthons in the synthesis of perfluorinated organic compounds without phosphorus atoms\n# IV. Conclusion","[{\"question\":\"Which phosphorus-containing nucleophiles are discussed in the review?\",\"answer\":\"The review focuses on nucleophiles including triphenylphosphine, trialkylphosphines, trialkyl phosphites, and phosphorus tris(diethylamide), among others.\"},{\"question\":\"What kinds of products form when these nucleophiles react with perfluorinated compounds?\",\"answer\":\"Reactions yield substances both with phosphorus atoms and without phosphorus atoms, depending on the pathway and reacting partners.\"},{\"question\":\"How are phosphoranes and aryl/alkenyl anions involved in the reaction mechanisms?\",\"answer\":\"Interaction of phosphorus tris(diethylamide) and trialkylphosphines with organic polyfluoro-compounds and perfluoroolefins leads to phosphorane formation, whose decomposition produces aryl and alkenyl anions.\"}]","Phosphorus-containing nucleophiles in reactions with polyfluorinated organic compounds - Review | PDF",1788346261,43]