{"id":"https://openalex.org/W2321496938","doi":"https://doi.org/10.1021/acs.orglett.5b03167","title":"Synthesis of Boron-Doped Polycyclic Aromatic Hydrocarbons by Tandem Intramolecular Electrophilic Arene Borylation","display_name":"Synthesis of Boron-Doped Polycyclic Aromatic Hydrocarbons by Tandem Intramolecular Electrophilic Arene Borylation","publication_year":2015,"publication_date":"2015-11-25","ids":{"openalex":"https://openalex.org/W2321496938","doi":"https://doi.org/10.1021/acs.orglett.5b03167","mag":"2321496938","pmid":"https://pubmed.ncbi.nlm.nih.gov/26606580"},"language":"en","primary_location":{"id":"doi:10.1021/acs.orglett.5b03167","doi":"https://doi.org/10.1021/acs.orglett.5b03167","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.orglett.5b03167","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/A5058944365","display_name":"Fumiya Miyamoto","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I206011266","display_name":"Kwansei Gakuin University","ror":"https://ror.org/02qf2tx24","country_code":"JP","type":"education","lineage":["https://openalex.org/I206011266"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Fumiya Miyamoto","raw_affiliation_strings":["School\rof Science and Technology, Kwansei Gakuin University, Gakuen 2-1, Sanda, Hyogo 669-1337, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"School\rof Science and Technology, Kwansei Gakuin University, Gakuen 2-1, Sanda, Hyogo 669-1337, Japan","institution_ids":["https://openalex.org/I206011266"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5079719574","display_name":"Soichiro Nakatsuka","orcid":"https://orcid.org/0000-0003-1720-8169","observed_orcids":["https://orcid.org/0000-0003-1720-8169"]},"institutions":[{"id":"https://openalex.org/I206011266","display_name":"Kwansei Gakuin University","ror":"https://ror.org/02qf2tx24","country_code":"JP","type":"education","lineage":["https://openalex.org/I206011266"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Soichiro Nakatsuka","raw_affiliation_strings":["School\rof Science and Technology, Kwansei Gakuin University, Gakuen 2-1, Sanda, Hyogo 669-1337, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"School\rof Science and Technology, Kwansei Gakuin University, Gakuen 2-1, Sanda, Hyogo 669-1337, Japan","institution_ids":["https://openalex.org/I206011266"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5101568371","display_name":"Keitaro Yamada","orcid":"https://orcid.org/0000-0002-1296-1031","observed_orcids":["https://orcid.org/0000-0002-1296-1031"]},"institutions":[{"id":"https://openalex.org/I112524849","display_name":"Yamagata University","ror":"https://ror.org/00xy44n04","country_code":"JP","type":"education","lineage":["https://openalex.org/I112524849"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Keitaro Yamada","raw_affiliation_strings":["Graduate\rSchool of Science and Engineering, Yamagata University, 4-3-16, Jonan, Yonezawa, Yamagata 992-8510, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate\rSchool of Science and Engineering, Yamagata University, 4-3-16, Jonan, Yonezawa, Yamagata 992-8510, Japan","institution_ids":["https://openalex.org/I112524849"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5044700950","display_name":"Ken\u2010ichi Nakayama","orcid":"https://orcid.org/0000-0002-4176-3261","observed_orcids":["https://orcid.org/0000-0002-4176-3261"]},"institutions":[{"id":"https://openalex.org/I112524849","display_name":"Yamagata University","ror":"https://ror.org/00xy44n04","country_code":"JP","type":"education","lineage":["https://openalex.org/I112524849"]}],"countries":["JP"],"is_corresponding":true,"raw_author_name":"Ken-ichi Nakayama","raw_affiliation_strings":["Graduate\rSchool of Science and Engineering, Yamagata University, 4-3-16, Jonan, Yonezawa, Yamagata 992-8510, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate\rSchool of Science and Engineering, Yamagata University, 4-3-16, Jonan, Yonezawa, Yamagata 992-8510, Japan","institution_ids":["https://openalex.org/I112524849"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5067377274","display_name":"Takuji Hatakeyama","orcid":"https://orcid.org/0000-0002-7483-9525","observed_orcids":["https://orcid.org/0000-0002-7483-9525"]},"institutions":[{"id":"https://openalex.org/I206011266","display_name":"Kwansei Gakuin University","ror":"https://ror.org/02qf2tx24","country_code":"JP","type":"education","lineage":["https://openalex.org/I206011266"]},{"id":"https://openalex.org/I22299242","display_name":"Kyoto University","ror":"https://ror.org/02kpeqv85","country_code":"JP","type":"education","lineage":["https://openalex.org/I22299242"]}],"countries":["JP"],"is_corresponding":true,"raw_author_name":"Takuji Hatakeyama","raw_affiliation_strings":["Elements\rStrategy Initiative for Catalysts and Batteries, Kyoto University, Katsura, Kyoto 615-8520, Japan","School\rof Science and Technology, Kwansei Gakuin University, Gakuen 2-1, Sanda, Hyogo 669-1337, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Elements\rStrategy Initiative for Catalysts and Batteries, Kyoto University, Katsura, Kyoto 615-8520, Japan","institution_ids":["https://openalex.org/I22299242"]},{"raw_affiliation_string":"School\rof Science and Technology, Kwansei Gakuin University, Gakuen 2-1, Sanda, Hyogo 669-1337, Japan","institution_ids":["https://openalex.org/I206011266"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5044700950","https://openalex.org/A5067377274"],"corresponding_institution_ids":["https://openalex.org/I112524849","https://openalex.org/I206011266","https://openalex.org/I22299242"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":3.9772,"has_fulltext":false,"cited_by_count":134,"citation_normalized_percentile":{"value":0.94398774,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":99,"max":100},"biblio":{"volume":"17","issue":"24","first_page":"6158","last_page":"6161"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.8276000022888184,"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/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.8276000022888184,"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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.06469999998807907,"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/T11298","display_name":"Synthesis and Properties of Aromatic Compounds","score":0.04540000110864639,"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/cascade-reactions","display_name":"cascade reactions","score":0.8659999966621399},{"id":"https://openalex.org/keywords/organic-light-emitting-diodes","display_name":"organic light-emitting diodes","score":0.8610000014305115},{"id":"https://openalex.org/keywords/field-effect-transistors","display_name":"field-effect transistors","score":0.8790000081062317},{"id":"https://openalex.org/keywords/dft-calculations","display_name":"DFT calculations","score":0.5979999899864197}],"concepts":[{"id":"https://openalex.org/C2776413204","wikidata":"https://www.wikidata.org/wiki/Q17113001","display_name":"Borylation","level":4,"score":0.9626363515853882},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8720035552978516},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.8298429250717163},{"id":"https://openalex.org/C50027330","wikidata":"https://www.wikidata.org/wiki/Q908086","display_name":"Electrophile","level":3,"score":0.7848355174064636},{"id":"https://openalex.org/C2777814067","wikidata":"https://www.wikidata.org/wiki/Q1752317","display_name":"Tandem","level":2,"score":0.6028555035591125},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.5448472499847412},{"id":"https://openalex.org/C501308230","wikidata":"https://www.wikidata.org/wiki/Q618","display_name":"Boron","level":2,"score":0.5422360301017761},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.5199773907661438},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3398430347442627},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.2708345353603363},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2164982259273529},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.09380495548248291},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.08869439363479614},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.08850705623626709},{"id":"https://openalex.org/C159985019","wikidata":"https://www.wikidata.org/wiki/Q181790","display_name":"Composite material","level":1,"score":0.0},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.orglett.5b03167","doi":"https://doi.org/10.1021/acs.orglett.5b03167","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.orglett.5b03167","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:26606580","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/26606580","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/G1751975925","display_name":"Development of next generation OLED materials by triplet energy control","funder_award_id":"26288095","funder_id":"https://openalex.org/F4320334764","funder_display_name":"Japan Society for the Promotion of Science"},{"id":"https://openalex.org/G2931520759","display_name":"Development of light-emitting metal-base organic transistors and elucidation of the operating mechanism","funder_award_id":"25288113","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":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":57,"referenced_works":["https://openalex.org/W1204378431","https://openalex.org/W1781693887","https://openalex.org/W1911241225","https://openalex.org/W1938990498","https://openalex.org/W1959464420","https://openalex.org/W1976163967","https://openalex.org/W1981447806","https://openalex.org/W1988108777","https://openalex.org/W1991289158","https://openalex.org/W1996125426","https://openalex.org/W2001734689","https://openalex.org/W2005476131","https://openalex.org/W2011873264","https://openalex.org/W2015904059","https://openalex.org/W2020051588","https://openalex.org/W2024256830","https://openalex.org/W2025277935","https://openalex.org/W2025935007","https://openalex.org/W2026763931","https://openalex.org/W2033749202","https://openalex.org/W2035232020","https://openalex.org/W2041108535","https://openalex.org/W2043680502","https://openalex.org/W2055817552","https://openalex.org/W2071335733","https://openalex.org/W2076318343","https://openalex.org/W2076421149","https://openalex.org/W2082053544","https://openalex.org/W2082969065","https://openalex.org/W2110708966","https://openalex.org/W2111557342","https://openalex.org/W2115699500","https://openalex.org/W2119989570","https://openalex.org/W2120372207","https://openalex.org/W2125051738","https://openalex.org/W2126671291","https://openalex.org/W2140372631","https://openalex.org/W2144235968","https://openalex.org/W2148425801","https://openalex.org/W2154064976","https://openalex.org/W2159764916","https://openalex.org/W2170074129","https://openalex.org/W2234885786","https://openalex.org/W2312825308","https://openalex.org/W2317821468","https://openalex.org/W2319551386","https://openalex.org/W2321305421","https://openalex.org/W2323854764","https://openalex.org/W2325853534","https://openalex.org/W2326688355","https://openalex.org/W2329571866","https://openalex.org/W2331751649","https://openalex.org/W2332156034","https://openalex.org/W2334337789","https://openalex.org/W2415024230","https://openalex.org/W2827430774","https://openalex.org/W2951236169"],"related_works":["https://openalex.org/W4249538141","https://openalex.org/W2015904059","https://openalex.org/W4246531671","https://openalex.org/W2947940126","https://openalex.org/W6927276121","https://openalex.org/W1911241225","https://openalex.org/W4413040317","https://openalex.org/W2756704291","https://openalex.org/W4392046052","https://openalex.org/W3007194081"],"abstract_inverted_index":{"Tandem":[0],"intramolecular":[1],"electrophilic":[2,20],"arene":[3,21],"borylation":[4,22],"was":[5],"developed":[6],"to":[7,10],"facilitate":[8],"access":[9],"B-doped":[11,47,54,65],"polycyclic":[12],"aromatic":[13],"hydrocarbons":[14],"(PAHs).":[15],"DFT":[16],"calculations":[17],"revealed":[18],"that":[19],"occurred":[23],"via":[24],"a":[25,38,53],"four-membered":[26],"ring":[27],"transition":[28],"state,":[29],"in":[30,37,67],"which":[31],"C-B":[32],"and":[33,52],"H-Br":[34],"bonds":[35],"formed":[36],"concerted":[39],"manner.":[40],"An":[41],"organic":[42],"light-emitting":[43],"diode":[44],"employing":[45],"the":[46,62],"PAH":[48],"as":[49],"an":[50],"emitter":[51],"PAH-based":[55],"field-effect":[56],"transistor":[57],"were":[58],"successfully":[59],"fabricated,":[60],"demonstrating":[61],"potential":[63],"of":[64],"PAHs":[66],"materials":[68],"science.":[69]},"counts_by_year":[{"year":2026,"cited_by_count":11},{"year":2025,"cited_by_count":11},{"year":2024,"cited_by_count":18},{"year":2023,"cited_by_count":9},{"year":2022,"cited_by_count":15},{"year":2021,"cited_by_count":14},{"year":2020,"cited_by_count":14},{"year":2019,"cited_by_count":13},{"year":2018,"cited_by_count":8},{"year":2017,"cited_by_count":11},{"year":2016,"cited_by_count":10}],"updated_date":"2026-11-10T11:39:43.021295","created_date":"2016-06-24T00:00:00"}
