{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T21:18:21Z","timestamp":1792703901731,"version":"4.5.0"},"reference-count":96,"publisher":"Wiley","issue":"32","license":[{"start":{"date-parts":[[2023,6,29]],"date-time":"2023-06-29T00:00:00Z","timestamp":1687996800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/100000057","name":"National Institute of General Medical Sciences","doi-asserted-by":"publisher","award":["R35GM133438"],"award-info":[{"award-number":["R35GM133438"]}],"id":[{"id":"10.13039\/100000057","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2023,8,7]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    We disclose a Ni\u2010catalyzed regioselective dialkylation reaction of alkenylarenes with \u03b1\u2010halocarbonyls and alkylzinc reagents. The reaction produces \u03b3\u2010arylated alkanecarbonyl compounds with the generation of two new C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2212C(sp\n                    <jats:sup>3<\/jats:sup>\n                    ) bonds at the vicinal carbons of alkenes. This reaction is effective for the use of primary, secondary and tertiary \u03b1\u2010halocarboxylic esters, amides and ketones in conjunction with primary and secondary alkylzinc reagents as the sources of two C(sp\n                    <jats:sup>3<\/jats:sup>\n                    ) carbons for the dialkylation of terminal and cyclic internal alkenes.\n                  <\/jats:p>","DOI":"10.1002\/anie.202305522","type":"journal-article","created":{"date-parts":[[2023,6,14]],"date-time":"2023-06-14T22:23:56Z","timestamp":1686781436000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["Nickel\u2010Catalyzed Regioselective Intermolecular Dialkylation of Alkenylarenes: Generation of Two Vicinal C(sp\n                    <sup>3<\/sup>\n                    )\u2212C(sp\n                    <sup>3<\/sup>\n                    ) Bonds Across Alkenes**"],"prefix":"10.1002","volume":"62","author":[{"given":"Daniel M.","family":"Lux","sequence":"first","affiliation":[{"name":"Department of Chemistry Pennsylvania State University  University Park PA 16802 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vivek","family":"Aryal","sequence":"additional","affiliation":[{"name":"Department of Chemistry Pennsylvania State University  University Park PA 16802 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Doleshwar","family":"Niroula","sequence":"additional","affiliation":[{"name":"Department of Chemistry Pennsylvania State University  University Park PA 16802 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8993-9131","authenticated-orcid":false,"given":"Ramesh","family":"Giri","sequence":"additional","affiliation":[{"name":"Department of Chemistry Pennsylvania State University  University Park PA 16802 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,6,29]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"For reviews 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trifluoroethyl iodide and perfluorooctyl bromide didn't generate any dialkylation product. In addition unactivated primary secondary and tertiary alkyl halides were also not reactive."},{"key":"e_1_2_7_90_1","unstructured":"Deposition number2251466 (37)contains the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum KarlsruheAccess Structures service."},{"key":"e_1_2_7_91_1","unstructured":"For the mechanism of Ni-catalyzed coupling reactions see:"},{"key":"e_1_2_7_92_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.0c00032"},{"key":"e_1_2_7_93_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b10026"},{"key":"e_1_2_7_94_2","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202000110"},{"key":"e_1_2_7_95_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.organomet.0c00043"},{"key":"e_1_2_7_96_1","doi-asserted-by":"publisher","DOI":"10.1021\/om00002a005"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202305522","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,14]],"date-time":"2023-09-14T13:53:24Z","timestamp":1694699604000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202305522"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,6,29]]},"references-count":96,"journal-issue":{"issue":"32","published-print":{"date-parts":[[2023,8,7]]}},"alternative-id":["10.1002\/anie.202305522"],"URL":"https:\/\/doi.org\/10.1002\/anie.202305522","archive":["Portico"],"relation":{"has-preprint":[{"id-type":"doi","id":"10.26434\/chemrxiv-2023-1pv2x","asserted-by":"object"}]},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,6,29]]},"assertion":[{"value":"2023-04-19","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-06-29","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202305522"}}