{"id":"https://openalex.org/W4407652808","doi":"https://doi.org/10.1021/acs.orglett.5c00162","title":"Visible-Light-Driven Racemization of 1,1\u2032-Binaphthyl-2,2\u2032-diamine (BINAM) Derivatives","display_name":"Visible-Light-Driven Racemization of 1,1\u2032-Binaphthyl-2,2\u2032-diamine (BINAM) Derivatives","publication_year":2025,"publication_date":"2025-02-17","ids":{"openalex":"https://openalex.org/W4407652808","doi":"https://doi.org/10.1021/acs.orglett.5c00162","pmid":"https://pubmed.ncbi.nlm.nih.gov/39960043"},"language":"en","primary_location":{"id":"doi:10.1021/acs.orglett.5c00162","doi":"https://doi.org/10.1021/acs.orglett.5c00162","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.orglett.5c00162","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5036423740","display_name":"Tatsuhiro Uchikura","orcid":"https://orcid.org/0000-0002-0327-3675","observed_orcids":["https://orcid.org/0000-0002-0327-3675"]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Tatsuhiro Uchikura","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":"https://orcid.org/0000-0002-0327-3675","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5102647418","display_name":"Mikoto Sato","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Mikoto Sato","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]},{"author_position":"middle","author":{"id":null,"display_name":"Yuki Kanno","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Yuki Kanno","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5114148634","display_name":"Yukino Fukuda","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Yukino Fukuda","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5079729415","display_name":"Yurina Hara","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Yurina Hara","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5085086182","display_name":"Kota Yamamoto","orcid":"https://orcid.org/0000-0002-2626-8262","observed_orcids":["https://orcid.org/0000-0002-2626-8262"]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Kota Yamamoto","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5103023566","display_name":"Takahiko Akiyama","orcid":"https://orcid.org/0000-0003-4709-4107","observed_orcids":["https://orcid.org/0000-0003-4709-4107"]},"institutions":[{"id":"https://openalex.org/I45391821","display_name":"Gakushuin University","ror":"https://ror.org/037s2db26","country_code":"JP","type":"education","lineage":["https://openalex.org/I45391821"]}],"countries":["JP"],"is_corresponding":true,"raw_author_name":"Takahiko Akiyama","raw_affiliation_strings":["Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan"],"raw_orcid":"https://orcid.org/0000-0003-4709-4107","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan","institution_ids":["https://openalex.org/I45391821"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5103023566"],"corresponding_institution_ids":["https://openalex.org/I45391821"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.2672,"has_fulltext":false,"cited_by_count":1,"citation_normalized_percentile":{"value":0.31969439,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":93},"biblio":{"volume":"27","issue":"8","first_page":"1912","last_page":"1917"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.9003999829292297,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.9003999829292297,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.07240000367164612,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.006099999882280827,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/1-1-binaphthyl-2-2-diamine","display_name":"BINAM","score":0.9480000138282776},{"id":"https://openalex.org/keywords/racemization","display_name":"racemization","score":0.7960000038146973},{"id":"https://openalex.org/keywords/visible-light-photocatalysis","display_name":"visible light photocatalysis","score":0.8989999890327454},{"id":"https://openalex.org/keywords/one-electron-oxidation","display_name":"one-electron oxidation","score":0.8679999709129333},{"id":"https://openalex.org/keywords/iridium-photocatalyst","display_name":"iridium photocatalyst","score":0.7860000133514404},{"id":"https://openalex.org/keywords/radical-cations","display_name":"radical cations","score":0.6769999861717224},{"id":"https://openalex.org/keywords/dynamic-kinetic-resolution","display_name":"dynamic kinetic resolution","score":0.8700000047683716},{"id":"https://openalex.org/keywords/enantioselectivity","display_name":"enantioselectivity","score":0.8109999895095825},{"id":"https://openalex.org/keywords/n-n-dimethylaniline","display_name":"N,N-dimethylaniline","score":0.7260000109672546}],"concepts":[{"id":"https://openalex.org/C60002323","wikidata":"https://www.wikidata.org/wiki/Q25819","display_name":"Racemization","level":2,"score":0.9122302532196045},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8652684688568115},{"id":"https://openalex.org/C2780871995","wikidata":"https://www.wikidata.org/wiki/Q2500485","display_name":"Diamine","level":2,"score":0.681826114654541},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.2659687399864197},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.25119736790657043}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.orglett.5c00162","doi":"https://doi.org/10.1021/acs.orglett.5c00162","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.orglett.5c00162","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},{"id":"pmid:39960043","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/39960043","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic letters","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G197456141","display_name":null,"funder_award_id":"JP23H01965","funder_id":"https://openalex.org/F4320334764","funder_display_name":"Japan Society for the Promotion of Science"},{"id":"https://openalex.org/G2905982044","display_name":"Development of novel catalytic reactions by combining chiral phosphoric acid and photochemistry","funder_award_id":"23K26658","funder_id":"https://openalex.org/F4320334764","funder_display_name":"Japan Society for the Promotion of Science"},{"id":"https://openalex.org/G8108959369","display_name":"\u30d5\u30c3\u5316\u7269\u30a4\u30aa\u30f3\u5171\u5f79\u96fb\u5b50\u79fb\u52d5\u3092\u5229\u7528\u3057\u305f\u53ef\u8996\u5149\u99c6\u52d5\u578b\u70ad\u7d20\uff0d\u30d5\u30c3\u7d20\u7d50\u5408\u306e\u9084\u5143\u53cd\u5fdc\u306e\u958b\u767a","funder_award_id":"22K14685","funder_id":"https://openalex.org/F4320334764","funder_display_name":"Japan Society for the Promotion of Science"}],"funders":[{"id":"https://openalex.org/F4320334764","display_name":"Japan Society for the Promotion of Science","ror":"https://ror.org/00hhkn466"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":42,"referenced_works":["https://openalex.org/W1965610346","https://openalex.org/W2004083513","https://openalex.org/W2010055073","https://openalex.org/W2028356410","https://openalex.org/W2033908018","https://openalex.org/W2049719073","https://openalex.org/W2085834352","https://openalex.org/W2086720328","https://openalex.org/W2092603303","https://openalex.org/W2094129737","https://openalex.org/W2119711596","https://openalex.org/W2156965499","https://openalex.org/W2336243697","https://openalex.org/W2418726947","https://openalex.org/W2464470593","https://openalex.org/W2504256884","https://openalex.org/W2521526563","https://openalex.org/W2555836084","https://openalex.org/W2558939872","https://openalex.org/W2587433337","https://openalex.org/W2802528966","https://openalex.org/W2900569769","https://openalex.org/W2905019544","https://openalex.org/W2950233721","https://openalex.org/W2999341611","https://openalex.org/W3030002660","https://openalex.org/W3084785687","https://openalex.org/W3086436553","https://openalex.org/W3091522035","https://openalex.org/W3143666723","https://openalex.org/W3176928496","https://openalex.org/W3211318622","https://openalex.org/W3214286952","https://openalex.org/W4210831813","https://openalex.org/W4213266919","https://openalex.org/W4229004273","https://openalex.org/W4281961355","https://openalex.org/W4298087473","https://openalex.org/W4306690909","https://openalex.org/W4390977299","https://openalex.org/W4394729550","https://openalex.org/W4404061228"],"related_works":["https://openalex.org/W4200608115","https://openalex.org/W4394729550","https://openalex.org/W4235389577","https://openalex.org/W4408463455","https://openalex.org/W2040965127","https://openalex.org/W3001601474","https://openalex.org/W3005220849","https://openalex.org/W4392505866","https://openalex.org/W6980084234","https://openalex.org/W4255221914"],"abstract_inverted_index":{"We":[0],"have":[1],"achieved":[2,89],"racemization":[3,72],"of":[4,31,62,96],"axially":[5],"chiral":[6],"diamines":[7],"such":[8],"as":[9],"1,1\u2032-binaphthyl-2,2\u2032-diamine":[10],"(BINAM)":[11],"by":[12,79],"utilizing":[13],"a":[14,66,94],"visible-light-driven":[15],"single-electron":[16,77],"oxidation.":[17],"BINAM":[18,46,63],"derivatives":[19],"were":[20],"racemized":[21],"at":[22,73],"30\u201340":[23],"\u00b0C":[24],"via":[25],"blue-light":[26],"irradiation":[27],"in":[28,47],"the":[29,57,60],"presence":[30],"an":[32],"Ir(dF(CF":[33],"3":[34],")ppy)":[35],"2":[36],"(dtbpy)PF":[37],"6":[38],"photocatalyst":[39,58],"and":[40,99],"N,N-":[41],"dimethylaniline":[42,80],"to":[43,64,70],"afford":[44],"racemic":[45,82],"99%":[48],"yield":[49],"with":[50,90],"<1%":[51],"ee.":[52],"Mechanistic":[53],"studies":[54],"demonstrated":[55],"that":[56],"promoted":[59],"oxidation":[61],"generate":[65],"radical":[67],"cation":[68],"species":[69],"facilitate":[71],"low":[74],"temperatures.":[75],"Subsequent":[76],"reduction":[78],"afforded":[81],"BINAM.":[83],"Dynamic":[84],"kinetic":[85,97],"resolution":[86,98],"was":[87],"also":[88],"80%":[91],"enantioselectivity":[92],"through":[93],"combination":[95],"racemization.":[100]},"counts_by_year":[{"year":2025,"cited_by_count":1}],"updated_date":"2026-09-27T08:07:27.782135","created_date":"2025-02-18T00:00:00"}