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However, hexafluoroisopropyl aryl ethers have not been extensively studied, presumably because of the lack of efficient synthetic methods. Herein, we describe a rhodium\u2010catalyzed nucleophilic aromatic substitution of aryl chlorides or bromides, which act as the limiting reagents, with weakly nucleophilic hexafluoro\u20102\u2010propanol under mild reaction conditions. This method provides diverse hexafluoroisopropyl aryl ethers. We demonstrated the generality of this method by carrying out reactions of a large array of unactivated aryl halides, and we found that the success of the reactions relied on arene activation by means of \u03b7\n                    <jats:sup>6<\/jats:sup>\n                    \u2010coordination.\n                  <\/jats:p>","DOI":"10.1002\/anie.202302908","type":"journal-article","created":{"date-parts":[[2023,4,16]],"date-time":"2023-04-16T22:09:08Z","timestamp":1681682948000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":30,"title":["Catalytic S\n                    <sub>N<\/sub>\n                    Ar Hexafluoroisopropoxylation of Aryl Chlorides and Bromides"],"prefix":"10.1002","volume":"62","author":[{"given":"Jiang","family":"Su","sequence":"first","affiliation":[{"name":"Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province School of Science School of Science and Research Center for Industries of the Future Westlake University  600 Dunyu Road Hangzhou 310030 Zhejiang Province China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kai","family":"Chen","sequence":"additional","affiliation":[{"name":"Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province School of Science School of Science and Research Center for Industries of the Future Westlake University  600 Dunyu Road Hangzhou 310030 Zhejiang Province China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qi\u2010Kai","family":"Kang","sequence":"additional","affiliation":[{"name":"Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province School of Science School of Science and Research Center for Industries of the Future Westlake University  600 Dunyu Road Hangzhou 310030 Zhejiang Province China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3846-3698","authenticated-orcid":false,"given":"Hang","family":"Shi","sequence":"additional","affiliation":[{"name":"Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province School of Science School of Science and Research Center for Industries of the Future Westlake University  600 Dunyu Road Hangzhou 310030 Zhejiang Province China"},{"name":"Institute of Natural Sciences Westlake Institute for Advanced Study  18 Shilongshan Road Hangzhou 310024 Zhejiang Province China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,5,4]]},"reference":[{"key":"e_1_2_3_1_1","unstructured":"\u00a0"},{"key":"e_1_2_3_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cs15085e"},{"key":"e_1_2_3_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201701690"},{"key":"e_1_2_3_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b01800"},{"key":"e_1_2_3_5_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature14875"},{"key":"e_1_2_3_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2010.02.018"},{"key":"e_1_2_3_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7QO00671C"},{"key":"e_1_2_3_8_1","unstructured":"\u00a0"},{"key":"e_1_2_3_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/B711844A"},{"key":"e_1_2_3_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0960-894X(01)80872-6"},{"key":"e_1_2_3_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470281895"},{"key":"e_1_2_3_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.mibio.2003.09.014"},{"key":"e_1_2_3_13_1","doi-asserted-by":"publisher","DOI":"10.2165\/00003495-199652040-00010"},{"key":"e_1_2_3_14_1","unstructured":"In vivo log\u2005D values were determined by the ADME laboratory Pharmaron (ADME=adsorption distribution metabolism and excretion). See Supporting Information."},{"key":"e_1_2_3_15_1","unstructured":"\u00a0"},{"key":"e_1_2_3_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00477a039"},{"key":"e_1_2_3_17_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.75.789"},{"key":"e_1_2_3_18_1","unstructured":"For selected examples see:"},{"key":"e_1_2_3_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201404121"},{"key":"e_1_2_3_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c02347"},{"key":"e_1_2_3_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200900303"},{"key":"e_1_2_3_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201501257"},{"key":"e_1_2_3_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b12142"},{"key":"e_1_2_3_24_1","unstructured":"We carried out Pd or Cu-catalyzed fluoroalkoxylation of aryl halides using HFIP instead of trifluoroethanol but these reactions failed to afford hexafluoroisopropyl aryl ethers (see Supporting Information)."},{"key":"e_1_2_3_25_1","unstructured":"\u00a0"},{"key":"e_1_2_3_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b01975"},{"key":"e_1_2_3_27_2","doi-asserted-by":"publisher","DOI":"10.2174\/1570178615666181108111232"},{"key":"e_1_2_3_28_1","unstructured":"\u00a0"},{"key":"e_1_2_3_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr60153a002"},{"key":"e_1_2_3_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.5b01409"},{"key":"e_1_2_3_31_1","unstructured":"\u00a0"},{"key":"e_1_2_3_32_2","first-page":"589","volume-title":"Advanced Organic Chemistry: Part A: Structure and Mechanisms","author":"Carey F. 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