{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T19:44:37Z","timestamp":1791402277449,"version":"4.3.3"},"reference-count":171,"publisher":"Wiley","issue":"72","license":[{"start":{"date-parts":[[2022,10,28]],"date-time":"2022-10-28T00:00:00Z","timestamp":1666915200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100008848","name":"Elitenetzwerk Bayern","doi-asserted-by":"publisher","award":["Project N-LW-NW-2016-366"],"award-info":[{"award-number":["Project N-LW-NW-2016-366"]}],"id":[{"id":"10.13039\/501100008848","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2022,12,27]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Stereochemically pure phosphines with phosphorus\u2010heteroatom bonds and <jats:italic>P<\/jats:italic>\u2010centered chirality are a promising class of functional building blocks for the design of chiral ligands and organocatalysts. A route to enantiomerically pure primary aminophosphine sulfides was opened through stereospecific reductive C\u2212N bond cleavage of phosphorus(V) precursors by lithium in liquid ammonia. The chemoselectivity of the reaction as a function of reaction time, substrate pattern, and chiral auxiliary was investigated. In the presence of exclusively aliphatic groups bound to the phosphorus atom, all competing reductive side reactions are totally prevented. The absolute configurations of all <jats:italic>P<\/jats:italic>\u2010stereogenic compounds were determined by single\u2010crystal X\u2010ray diffraction analysis. Their use as synthetic building blocks was demonstrated. The lithium salt of (<jats:italic>R<\/jats:italic>)\u2010BINOL\u2010dithiophosphoric acid proved to be a useful stereochemical probe to determine the enantiomeric purity. Insights into the coordination mode of the lithium\u2010based chiral complex formed in solution was provided by NMR spectroscopy and DFT calculations.<\/jats:p>","DOI":"10.1002\/chem.202202608","type":"journal-article","created":{"date-parts":[[2022,9,26]],"date-time":"2022-09-26T08:49:13Z","timestamp":1664182153000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Access to Enantiomerically Pure <i>P<\/i>\u2010Stereogenic Primary Aminophosphine Sulfides under Reductive Conditions"],"prefix":"10.1002","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5538-430X","authenticated-orcid":false,"given":"Tanja","family":"Huber","sequence":"first","affiliation":[{"name":"Institut f\u00fcr Anorganische Chemie Fakult\u00e4t f\u00fcr Chemie und Pharmazie Universit\u00e4t Regensburg  Universit\u00e4tsstra\u00dfe 31 93053 Regensburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2425-2707","authenticated-orcid":false,"given":"Noel Angel","family":"Espinosa\u2010Jalapa","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Anorganische Chemie Fakult\u00e4t f\u00fcr Chemie und Pharmazie Universit\u00e4t Regensburg  Universit\u00e4tsstra\u00dfe 31 93053 Regensburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9575-7430","authenticated-orcid":false,"given":"Jonathan O.","family":"Bauer","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Anorganische Chemie Fakult\u00e4t f\u00fcr Chemie und Pharmazie Universit\u00e4t Regensburg  Universit\u00e4tsstra\u00dfe 31 93053 Regensburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,10,28]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"For reviews see:"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar990080f"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr020049i"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200390031"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1007\/b11148"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201100164"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr1002497"},{"key":"e_1_2_8_8_1","unstructured":"\u00a0"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200404087"},{"key":"e_1_2_8_10_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0029-1219157"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.10.218"},{"key":"e_1_2_8_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b01081"},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b00199"},{"key":"e_1_2_8_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC04041J"},{"key":"e_1_2_8_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja505592h"},{"key":"e_1_2_8_16_1","unstructured":"\u00a0"},{"key":"e_1_2_8_17_2","first-page":"1445","author":"Knowles W. S.","year":"1968","journal-title":"Chem. Commun."},{"key":"e_1_2_8_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00842a058"},{"key":"e_1_2_8_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00460a018"},{"key":"e_1_2_8_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020617)41:12<1998::AID-ANIE1998>3.0.CO;2-8"},{"key":"e_1_2_8_20_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20020617)114:12<2096::AID-ANGE2096>3.0.CO;2-Z"},{"key":"e_1_2_8_21_1","unstructured":"For reviews see:"},{"key":"e_1_2_8_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00029a009"},{"key":"e_1_2_8_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2006.05.009"},{"key":"e_1_2_8_24_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2007-991077"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/c0cc01939a"},{"key":"e_1_2_8_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2012.01.007"},{"key":"e_1_2_8_27_2","doi-asserted-by":"publisher","DOI":"10.1007\/128_2014_564"},{"key":"e_1_2_8_28_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CS00031B"},{"key":"e_1_2_8_29_2","doi-asserted-by":"publisher","DOI":"10.1055\/a-1582-0169"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-1998-2166"},{"key":"e_1_2_8_31_1","unstructured":"\u00a0"},{"key":"e_1_2_8_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00140a028"},{"key":"e_1_2_8_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja973423i"},{"key":"e_1_2_8_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020503)41:9<1612::AID-ANIE1612>3.0.CO;2-H"},{"key":"e_1_2_8_34_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20020503)114:9<1682::AID-ANGE1682>3.0.CO;2-O"},{"key":"e_1_2_8_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200390251"},{"key":"e_1_2_8_35_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200390220"},{"key":"e_1_2_8_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja053458f"},{"key":"e_1_2_8_37_2","doi-asserted-by":"publisher","DOI":"10.1039\/b806864j"},{"key":"e_1_2_8_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol901977p"},{"key":"e_1_2_8_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo200708e"},{"key":"e_1_2_8_40_1","unstructured":"\u00a0"},{"key":"e_1_2_8_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja973685k"},{"key":"e_1_2_8_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja1060966"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja072925l"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201309556"},{"key":"e_1_2_8_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201309556"},{"key":"e_1_2_8_45_1","unstructured":"\u00a0"},{"key":"e_1_2_8_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0267324"},{"key":"e_1_2_8_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja058096q"},{"key":"e_1_2_8_48_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9014887"},{"key":"e_1_2_8_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c04112"},{"key":"e_1_2_8_50_1","unstructured":"\u00a0"},{"key":"e_1_2_8_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b11938"},{"key":"e_1_2_8_52_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202111137"},{"key":"e_1_2_8_52_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202111137"},{"key":"e_1_2_8_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202111957"},{"key":"e_1_2_8_53_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202111957"},{"key":"e_1_2_8_54_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202117093"},{"key":"e_1_2_8_54_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202117093"},{"key":"e_1_2_8_55_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c00209"},{"key":"e_1_2_8_56_1","unstructured":"\u00a0"},{"key":"e_1_2_8_57_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200805066"},{"key":"e_1_2_8_57_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200805066"},{"key":"e_1_2_8_58_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja512029x"},{"key":"e_1_2_8_59_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201500201"},{"key":"e_1_2_8_59_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201500201"},{"key":"e_1_2_8_60_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201606637"},{"key":"e_1_2_8_60_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201606637"},{"key":"e_1_2_8_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c02772"},{"key":"e_1_2_8_62_1","unstructured":"\u00a0"},{"key":"e_1_2_8_63_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja5088584"},{"key":"e_1_2_8_64_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b04624"},{"key":"e_1_2_8_65_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8SC05439H"},{"key":"e_1_2_8_66_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC07008D"},{"key":"e_1_2_8_67_1","first-page":"1899","author":"Gnas Y.","year":"2006","journal-title":"Synthesis"},{"key":"e_1_2_8_68_1","unstructured":"\u00a0"},{"key":"e_1_2_8_69_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00076a072"},{"key":"e_1_2_8_70_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo026355d"},{"key":"e_1_2_8_71_2","doi-asserted-by":"publisher","DOI":"10.1039\/b507755a"},{"key":"e_1_2_8_72_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja2034816"},{"key":"e_1_2_8_73_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja312352p"},{"key":"e_1_2_8_74_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201306628"},{"key":"e_1_2_8_74_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201306628"},{"key":"e_1_2_8_75_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201800065"},{"key":"e_1_2_8_76_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2020.131152"},{"key":"e_1_2_8_77_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c00687"},{"key":"e_1_2_8_78_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c01151"},{"key":"e_1_2_8_79_1","unstructured":"\u00a0"},{"key":"e_1_2_8_80_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo061896e"},{"key":"e_1_2_8_81_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.9b00633"},{"key":"e_1_2_8_82_1","unstructured":"\u00a0"},{"key":"e_1_2_8_83_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo0605647"},{"key":"e_1_2_8_84_2","doi-asserted-by":"publisher","DOI":"10.1039\/b802817f"},{"key":"e_1_2_8_85_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200801689"},{"key":"e_1_2_8_85_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200801689"},{"key":"e_1_2_8_86_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201004041"},{"key":"e_1_2_8_86_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201004041"},{"key":"e_1_2_8_87_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja200988c"},{"key":"e_1_2_8_88_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201201031"},{"key":"e_1_2_8_88_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201201031"},{"key":"e_1_2_8_89_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja400208t"},{"key":"e_1_2_8_90_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC09106J"},{"key":"e_1_2_8_91_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201500350"},{"key":"e_1_2_8_91_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201500350"},{"key":"e_1_2_8_92_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC01944K"},{"key":"e_1_2_8_93_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b01180"},{"key":"e_1_2_8_94_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8DT00897C"},{"key":"e_1_2_8_95_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b00333"},{"key":"e_1_2_8_96_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(02)00750-4"},{"key":"e_1_2_8_97_1","unstructured":"\u00a0"},{"key":"e_1_2_8_98_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200703668"},{"key":"e_1_2_8_98_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200703668"},{"key":"e_1_2_8_99_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201005347"},{"key":"e_1_2_8_99_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201005347"},{"key":"e_1_2_8_100_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature10932"},{"key":"e_1_2_8_101_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201300120"},{"key":"e_1_2_8_101_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201300120"},{"key":"e_1_2_8_102_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr5001496"},{"key":"e_1_2_8_103_1","unstructured":"\u00a0"},{"key":"e_1_2_8_104_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20011217)40:24<4759::AID-ANIE4759>3.0.CO;2-G"},{"key":"e_1_2_8_104_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20011217)113:24<4895::AID-ANGE4895>3.0.CO;2-1"},{"key":"e_1_2_8_105_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr020050h"},{"key":"e_1_2_8_106_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2012.07.062"},{"key":"e_1_2_8_107_1","unstructured":"\u00a0"},{"key":"e_1_2_8_108_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)99124-X"},{"key":"e_1_2_8_109_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(99)00510-8"},{"key":"e_1_2_8_110_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(00)00372-4"},{"key":"e_1_2_8_111_1","unstructured":"\u00a0"},{"key":"e_1_2_8_112_2","doi-asserted-by":"publisher","DOI":"10.1039\/p19770002057"},{"key":"e_1_2_8_113_2","doi-asserted-by":"publisher","DOI":"10.1039\/P29920000843"},{"key":"e_1_2_8_114_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.11.091"},{"key":"e_1_2_8_115_1","unstructured":"\u00a0"},{"key":"e_1_2_8_116_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202005171"},{"key":"e_1_2_8_117_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC07016A"},{"key":"e_1_2_8_118_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.2c02360"},{"key":"e_1_2_8_119_1","unstructured":"\u00a0"},{"key":"e_1_2_8_120_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-1998-1560"},{"key":"e_1_2_8_121_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(99)00171-9"},{"key":"e_1_2_8_122_1","unstructured":"\u00a0"},{"key":"e_1_2_8_123_2","doi-asserted-by":"publisher","DOI":"10.1039\/jr9440000430"},{"key":"e_1_2_8_124_2","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4020(59)85008-0"},{"key":"e_1_2_8_125_2","doi-asserted-by":"publisher","DOI":"10.1351\/pac199668030553"},{"key":"e_1_2_8_126_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.10.008"},{"key":"e_1_2_8_127_1","doi-asserted-by":"publisher","DOI":"10.1080\/10426509808032455"},{"key":"e_1_2_8_128_1","doi-asserted-by":"publisher","DOI":"10.1002\/hc.10040"},{"key":"e_1_2_8_129_1","unstructured":"\u00a0"},{"key":"e_1_2_8_130_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00750a029"},{"key":"e_1_2_8_131_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00188a069"},{"key":"e_1_2_8_132_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b11704"},{"key":"e_1_2_8_133_1","doi-asserted-by":"publisher","DOI":"10.1080\/10426509108038835"},{"key":"e_1_2_8_134_1","unstructured":"M.\u2005J. Frisch G.\u2005W. Trucks H.\u2005B. Schlegel G.\u2005E. Scuseria M.\u2005A. Robb J.\u2005R. Cheeseman G. Scalmani V. Barone B. Mennucci G.\u2005A. Petersson H. Nakatsuji M. Caricato X. Li H.\u2005P. Hratchian A.\u2005F. Izmaylov J. Bloino G. Zheng J.\u2005L. Sonnenberg M. Hada M. Ehara K. Toyota R. Fukuda J. Hasegawa M. Ishida T. Nakajima Y. Honda O. Kitao H. Nakai T. Vreven J.\u2005A. Montgomery Jr. J.\u2005E. Peralta F. Ogliaro M. Bearpark J.\u2005J. Heyd E. Brothers K.\u2005N. Kudin V.\u2005N. Staroverov T. Keith R. Kobayashi J. Normand K. Raghavachari A. Rendell J.\u2005C. Burant S.\u2005S. Iyengar J. Tomasi M. Cossi N. Rega J.\u2005M. Millam M. Klene J.\u2005E. Knox J.\u2005B. Cross V. Bakken C. Adamo J. Jaramillo R. Gomperts R.\u2005E. Stratmann O. Yazyev A.\u2005J. Austin R. Cammi C. Pomelli J.\u2005W. Ochterski R.\u2005L. Martin K. Morokuma V.\u2005G. Zakrzewski G.\u2005A. Voth P. Salvador J.\u2005J. Dannenberg S. Dapprich A.\u2005D. Daniels O. Farkas J.\u2005B. Foresman J.\u2005V. Ortiz J. Cioslowski D.\u2005J. Fox Gaussian 09. Revision E.01; Gaussian Inc.: Wallingford CT USA 2013."},{"key":"e_1_2_8_135_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr9904009"},{"key":"e_1_2_8_136_1","unstructured":"Considering structureG-Cy which is 7\u2005kJ\u2009mol\u22121higher in energy thanD-Cy (see the Supporting Information) an H2N\u22c5\u22c5\u22c5Li interaction cannot be completely ruled out."},{"key":"e_1_2_8_137_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00179a005"},{"key":"e_1_2_8_138_1","unstructured":"\u00a0"},{"key":"e_1_2_8_139_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CS00451E"},{"key":"e_1_2_8_140_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201605198"},{"key":"e_1_2_8_140_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201605198"},{"key":"e_1_2_8_141_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol701460z"},{"key":"e_1_2_8_142_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b00325"},{"key":"e_1_2_8_143_1","unstructured":"Rigaku Oxford Diffraction CrysAlisPro Software System 2020."},{"key":"e_1_2_8_144_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889808042726"},{"key":"e_1_2_8_145_1","doi-asserted-by":"publisher","DOI":"10.1107\/S2053273314026370"},{"key":"e_1_2_8_146_1","doi-asserted-by":"publisher","DOI":"10.1107\/S2053229614024218"},{"key":"e_1_2_8_147_1","volume-title":"GaussView 5.0","author":"Dennington R. D.","year":"2008"},{"key":"e_1_2_8_148_1","volume-title":"Exploring Chemistry with Electronic Structure Methods","author":"Foresman J. B.","year":"1996"},{"key":"e_1_2_8_149_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC05682K"},{"key":"e_1_2_8_150_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b00345"},{"key":"e_1_2_8_151_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00072a028"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202202608","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.202202608","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202202608","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T12:41:26Z","timestamp":1760272886000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202202608"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,10,28]]},"references-count":171,"journal-issue":{"issue":"72","published-print":{"date-parts":[[2022,12,27]]}},"alternative-id":["10.1002\/chem.202202608"],"URL":"https:\/\/doi.org\/10.1002\/chem.202202608","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,10,28]]},"assertion":[{"value":"2022-08-21","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-10-28","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202202608"}}