{"id":3851,"date":"2021-07-01T12:46:46","date_gmt":"2021-07-01T10:46:46","guid":{"rendered":"https:\/\/ospt.osi.lv\/?p=3851"},"modified":"2022-01-11T12:16:30","modified_gmt":"2022-01-11T10:16:30","slug":"electrochemical-generation-of-hypervalent-bromine-iii-compounds","status":"publish","type":"post","link":"https:\/\/ospt.osi.lv\/electrochemical-generation-of-hypervalent-bromine-iii-compounds\/","title":{"rendered":"34. Electrochemical Generation of Hypervalent Bromine(III) Compounds"},"content":{"rendered":"<div class=\"wpb-content-wrapper\"><p>[vc_row][vc_column][vc_column_text]Sokolovs, I.; Mohebbati, N.; Francke, R.; Suna, E. <em>Angew. Chem. Int. Ed.<\/em> <strong>2021<\/strong>, <em>60<\/em>, 15832\u201315837. <a title=\"Electrochemical Generation of Hypervalent Bromine(III) Compounds\" href=\"https:\/\/onlinelibrary.wiley.com\/doi\/epdf\/10.1002\/anie.202104677\" target=\"_blank\" rel=\"nofollow noopener\">Download publication.<\/a><\/p>\n<p>DOI: <a title=\"Electrochemical Generation of Hypervalent Bromine(III) Compounds\" href=\"https:\/\/doi.org\/10.1002\/anie.202104677\" target=\"_blank\" rel=\"nofollow noopener\">10.1002\/anie.202104677<\/a><\/p>\n<p><!--more--><\/p>\n<h4>Abstract<\/h4>\n<p style=\"text-align: justify;\">In sharp contrast to hypervalent iodine(III) compounds, the isoelectronic bromine(III) counterparts have been little studied to date. This knowledge gap is mainly attributed to the difficult-to-control reactivity of\u00a0<i>\u03bb<\/i><sup>3<\/sup>-bromanes as well as to their challenging preparation from the highly toxic and corrosive BrF<sub>3<\/sub>\u00a0precursor. In this context, we present a straightforward and scalable approach to chelation-stabilized\u00a0<i>\u03bb<\/i><sup>3<\/sup>-bromanes by anodic oxidation of parent aryl bromides possessing two coordinating hexafluoro-2-hydroxypropanyl substituents. A series of\u00a0<i>para<\/i>-substituted\u00a0<i>\u03bb<\/i><sup>3<\/sup>-bromanes with remarkably high redox potentials spanning a range from 1.86\u2005V to 2.60\u2005V vs. Ag\/AgNO<sub>3<\/sub>\u00a0was synthesized by the electrochemical method. We demonstrate that the intrinsic reactivity of the bench-stable bromine(III) species can be unlocked by addition of a Lewis or a Br\u00f8nsted acid. The synthetic utility of the\u00a0<i>\u03bb<\/i><sup>3<\/sup>-bromane activation is exemplified by oxidative C\u2212C, C\u2212N, and C\u2212O bond forming reactions.<\/p>\n<p>[\/vc_column_text][\/vc_column][\/vc_row]<\/p>\n<\/div>","protected":false},"excerpt":{"rendered":"<p>[vc_row][vc_column][vc_column_text]Sokolovs, I.; Mohebbati, N.; Francke, R.; Suna, E. Angew. Chem. Int. Ed. 2021, 60, 15832\u201315837. Download publication. DOI: 10.1002\/anie.202104677<\/p>\n","protected":false},"author":1,"featured_media":3854,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"image","meta":{"_exactmetrics_skip_tracking":false,"_exactmetrics_sitenote_active":false,"_exactmetrics_sitenote_note":"","_exactmetrics_sitenote_category":0,"footnotes":""},"categories":[43,16],"tags":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3851"}],"collection":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/comments?post=3851"}],"version-history":[{"count":1,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3851\/revisions"}],"predecessor-version":[{"id":4007,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3851\/revisions\/4007"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media\/3854"}],"wp:attachment":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media?parent=3851"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/categories?post=3851"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/tags?post=3851"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}