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It was suggested that either the hydroxyl radical or benzotriazinyl radical may form as bioactive radical after the initial reduction of TPZ in solution. In the present work, we studied low\u2010energy electron attachment to TPZ in the gas phase and investigated the decomposition of the formed TPZ<jats:sup>\u2212<\/jats:sup> anion by mass spectrometry. We observed the formation of the (TPZ\u2013OH)<jats:sup>\u2212<\/jats:sup> anion accompanied by the dissociation of the hydroxyl radical as by far the most abundant reaction pathway upon attachment of a low\u2010energy electron. Quantum chemical calculations suggest that NH<jats:sub>2<\/jats:sub> pyramidalization is the key reaction coordinate for the reaction dynamics upon electron attachment. We propose an OH roaming mechanism for other reaction channels observed, in competition with the OH dissociation.<\/jats:p>","DOI":"10.1002\/anie.202006675","type":"journal-article","created":{"date-parts":[[2020,6,16]],"date-time":"2020-06-16T16:58:36Z","timestamp":1592326716000},"page":"17177-17181","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":33,"title":["Reactions in Tirapazamine Induced by the Attachment of Low\u2010Energy Electrons: Dissociation Versus Roaming of OH"],"prefix":"10.1002","volume":"59","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6200-8361","authenticated-orcid":false,"given":"Eugene","family":"Arthur\u2010Baidoo","sequence":"first","affiliation":[{"name":"Institut f\u00fcr Ionenphysik und Angewandte Physik Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"},{"name":"Center for Biomolecular Sciences Innsbruck (CMBI) Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8648-9924","authenticated-orcid":false,"given":"Jo\u00e3o","family":"Ameixa","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Ionenphysik und Angewandte Physik Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"},{"name":"Center for Biomolecular Sciences Innsbruck (CMBI) Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"},{"name":"Atomic and Molecular Collisions Laboratory Department of Physics CEFITEC Universidade NOVA de Lisboa  2829-516 Caparica Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2173-8368","authenticated-orcid":false,"given":"Patrick","family":"Ziegler","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Ionenphysik und Angewandte Physik Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"},{"name":"Center for Biomolecular Sciences Innsbruck (CMBI) Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2182-2965","authenticated-orcid":false,"given":"Filipe","family":"Ferreira da Silva","sequence":"additional","affiliation":[{"name":"Atomic and Molecular Collisions Laboratory Department of Physics CEFITEC Universidade NOVA de Lisboa  2829-516 Caparica Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4801-3068","authenticated-orcid":false,"given":"Milan","family":"On\u010d\u00e1k","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Ionenphysik und Angewandte Physik Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6072-2070","authenticated-orcid":false,"given":"Stephan","family":"Denifl","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Ionenphysik und Angewandte Physik Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"},{"name":"Center for Biomolecular Sciences Innsbruck (CMBI) Leopold-Franzens-Universit\u00e4t Innsbruck  Technikerstrasse 25 A-6020 Innsbruck Austria"}]}],"member":"311","published-online":{"date-parts":[[2020,8,4]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.radphyschem.2007.02.012"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.287.5458.1658"},{"key":"e_1_2_2_3_1","first-page":"6","volume":"93","author":"Martin F.","year":"2004","journal-title":"Phys. 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