{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:57:52Z","timestamp":1786978672981,"version":"build-2736575974"},"reference-count":131,"publisher":"Wiley","issue":"12","license":[{"start":{"date-parts":[[2021,6,8]],"date-time":"2021-06-08T00:00:00Z","timestamp":1623110400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["The Chemical Record"],"published-print":{"date-parts":[[2021,12]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Hydroarylation reactions via C\u2212H activation, which compensate for shortcomings of classical methods based on the Friedel\u2010Crafts reaction, is one of the most attractive methods to synthesize substituted arenes. This Personal Account reviews our recent studies on iridium\u2010catalyzed intermolecular hydroarylation of vinyl ethers, alkynes, bicycloalkenes, and 1,3\u2010dienes, and intramolecular hydroarylation of\n                    <jats:italic>m<\/jats:italic>\n                    \u2010allyloxyphenyl ketones, where asymmetric addition reactions are included. A cationic iridium catalyst, which is generated from chloroiridium [IrCl] and NaBAr\n                    <jats:sup>F<\/jats:sup>\n                    <jats:sub>4<\/jats:sub>\n                    [Ar\n                    <jats:sup>F<\/jats:sup>\n                    =3,5\u2010(CF\n                    <jats:sub>3<\/jats:sub>\n                    )\n                    <jats:sub>2<\/jats:sub>\n                    C\n                    <jats:sub>6<\/jats:sub>\n                    H\n                    <jats:sub>3<\/jats:sub>\n                    ], or a hydroxoiridium [Ir(OH)] complex is effective in catalyzing the hydroarylation depending on the substrates. 1,5\u2010Cyclooctadiene (cod), chiral dienes, and conventional bisphosphines function as ligands controlling the high reactivity and selectivity of the catalysts in the hydroarylation. H\/D exchange reaction of alkenes by use of a key intermediate of the hydroarylation reaction is also described.\n                  <\/jats:p>","DOI":"10.1002\/tcr.202100109","type":"journal-article","created":{"date-parts":[[2021,6,9]],"date-time":"2021-06-09T06:00:15Z","timestamp":1623218415000},"page":"3532-3545","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":36,"title":["Iridium\u2010Catalyzed Hydroarylation via C\u2212H Bond Activation"],"prefix":"10.1002","volume":"21","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7032-8613","authenticated-orcid":false,"given":"Takahiro","family":"Nishimura","sequence":"first","affiliation":[{"name":"Department of Chemistry Graduate School of Science Osaka City University  Sumiyoshi Osaka 558-8585 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,6,8]]},"reference":[{"key":"e_1_2_9_1_1","unstructured":"For recent reviews see:"},{"key":"e_1_2_9_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0CS00359J"},{"key":"e_1_2_9_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201806629"},{"key":"e_1_2_9_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201806629"},{"key":"e_1_2_9_4_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8CS00201K"},{"key":"e_1_2_9_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00574"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00270a036"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/366529a0"},{"key":"e_1_2_9_8_1","unstructured":"For reviews of asymmetric reactions involving C\u2212H activation see:"},{"key":"e_1_2_9_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c00559"},{"key":"e_1_2_9_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00692"},{"key":"e_1_2_9_11_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3ra46996d"},{"key":"e_1_2_9_12_2","doi-asserted-by":"publisher","DOI":"10.1039\/b816707a"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.150913"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja308742x"},{"key":"e_1_2_9_15_1","unstructured":"\u00a0"},{"key":"e_1_2_9_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja505776m"},{"key":"e_1_2_9_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201506581"},{"key":"e_1_2_9_17_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201506581"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b04627"},{"key":"e_1_2_9_19_1","unstructured":"\u00a0"},{"key":"e_1_2_9_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja311968d"},{"key":"e_1_2_9_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201401171"},{"key":"e_1_2_9_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3sc52379a"},{"key":"e_1_2_9_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201701378"},{"key":"e_1_2_9_24_2","doi-asserted-by":"publisher","DOI":"10.1039\/c4cc01874e"},{"key":"e_1_2_9_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC01398H"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b03099"},{"key":"e_1_2_9_27_1","unstructured":"For examples of hydroarylation of vinyl ethers see:"},{"key":"e_1_2_9_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0394986"},{"key":"e_1_2_9_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo801098z"},{"key":"e_1_2_9_30_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5SC03110A"},{"key":"e_1_2_9_31_1","unstructured":"For reviews see"},{"key":"e_1_2_9_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b02495"},{"key":"e_1_2_9_33_2","first-page":"1345","author":"Feng C. G.","year":"2011","journal-title":"Synlett"},{"key":"e_1_2_9_34_2","first-page":"31","volume":"42","author":"Shintani R.","year":"2009","journal-title":"Aldrichimica Acta"},{"key":"e_1_2_9_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200703612"},{"key":"e_1_2_9_35_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200703612"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1039\/b911118b"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5DT04973C"},{"key":"e_1_2_9_38_1","unstructured":"For recent reviews see:"},{"key":"e_1_2_9_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.7b00449"},{"key":"e_1_2_9_40_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00380"},{"key":"e_1_2_9_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00234"},{"key":"e_1_2_9_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00475"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202003267"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b04686"},{"key":"e_1_2_9_45_1","unstructured":"For selected early examples ofN-sulfonamides as directing groups see:"},{"key":"e_1_2_9_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol200093f"},{"key":"e_1_2_9_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol3004244"},{"key":"e_1_2_9_48_2","doi-asserted-by":"publisher","DOI":"10.1039\/C2CC16963K"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b01591"},{"key":"e_1_2_9_50_1","unstructured":"For selected examples of Ir-catalyzed asymmetric hydroarylation see:"},{"key":"e_1_2_9_51_2","doi-asserted-by":"publisher","DOI":"10.1007\/s007060070014"},{"key":"e_1_2_9_52_2","doi-asserted-by":"publisher","DOI":"10.1039\/b211672c"},{"key":"e_1_2_9_53_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja312360c"},{"key":"e_1_2_9_54_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201402518"},{"key":"e_1_2_9_54_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201402518"},{"key":"e_1_2_9_55_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201504563"},{"key":"e_1_2_9_55_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201504563"},{"key":"e_1_2_9_56_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201604962"},{"key":"e_1_2_9_57_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja1034842"},{"key":"e_1_2_9_58_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC00238F"},{"key":"e_1_2_9_59_1","unstructured":"For examples of hydroarylation reaction triggered by olefin isomerization see:"},{"key":"e_1_2_9_60_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b03560"},{"key":"e_1_2_9_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol402644y"},{"key":"e_1_2_9_62_2","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201400135"},{"key":"e_1_2_9_63_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20020118)8:2<485::AID-CHEM485>3.0.CO;2-1"},{"key":"e_1_2_9_64_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol048095n"},{"key":"e_1_2_9_65_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja200645w"},{"key":"e_1_2_9_66_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201702286"},{"key":"e_1_2_9_66_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201702286"},{"key":"e_1_2_9_67_1","unstructured":"\u00a0"},{"key":"e_1_2_9_68_2","first-page":"673","volume":"52","author":"Middleton E.","year":"2000","journal-title":"Pharmacol. 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Lett."},{"key":"e_1_2_9_79_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5OB01472G"},{"key":"e_1_2_9_80_1","unstructured":"For selected examples of Ir-catalyzed hydroarylation of alkynes see:"},{"key":"e_1_2_9_81_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.1999.615"},{"key":"e_1_2_9_82_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.74.1727"},{"key":"e_1_2_9_83_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2008.09.065"},{"key":"e_1_2_9_84_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.7b02950"},{"key":"e_1_2_9_85_1","unstructured":"For selected examples see:"},{"key":"e_1_2_9_86_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja807258m"},{"key":"e_1_2_9_87_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2015.03.066"},{"key":"e_1_2_9_88_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200800040"},{"key":"e_1_2_9_89_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b03510"},{"key":"e_1_2_9_90_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201600531"},{"key":"e_1_2_9_91_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01441"},{"key":"e_1_2_9_92_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c00619"},{"key":"e_1_2_9_93_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.7b03969"},{"key":"e_1_2_9_94_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.200193"},{"key":"e_1_2_9_95_1","unstructured":"A related report see:"},{"key":"e_1_2_9_96_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC04419A"},{"key":"e_1_2_9_97_1","unstructured":"For recent reviews 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