{"id":"https://openalex.org/W3000885487","doi":"https://doi.org/10.1021/acs.jpclett.9b03406","title":"Boron-Doped Polycyclic Aromatic Hydrocarbons: A Molecular Set Revealing the Interplay between Topology and Singlet Fission Propensity","display_name":"Boron-Doped Polycyclic Aromatic Hydrocarbons: A Molecular Set Revealing the Interplay between Topology and Singlet Fission Propensity","publication_year":2020,"publication_date":"2020-01-23","ids":{"openalex":"https://openalex.org/W3000885487","doi":"https://doi.org/10.1021/acs.jpclett.9b03406","mag":"3000885487","pmid":"https://pubmed.ncbi.nlm.nih.gov/31971385"},"language":"en","primary_location":{"id":"doi:10.1021/acs.jpclett.9b03406","doi":"https://doi.org/10.1021/acs.jpclett.9b03406","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jpclett.9b03406","pdf_url":null,"source":{"id":"https://openalex.org/S123480357","display_name":"The Journal of Physical Chemistry Letters","issn_l":"1948-7185","issn":["1948-7185"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-1","medline","norway-1","poland-200","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":"The Journal of Physical Chemistry Letters","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://hdl.handle.net/11585/785782","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5002342527","display_name":"Joanna Stoycheva","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I58918642","display_name":"Sofia University \"St. Kliment Ohridski\"","ror":"https://ror.org/02jv3k292","country_code":"BG","type":"education","lineage":["https://openalex.org/I58918642"]},{"id":"https://openalex.org/I9360294","display_name":"University of Bologna","ror":"https://ror.org/01111rn36","country_code":"IT","type":"education","lineage":["https://openalex.org/I9360294"]}],"countries":["BG","IT"],"is_corresponding":false,"raw_author_name":"Joanna Stoycheva","raw_affiliation_strings":["Dipartimento di Chimica Industriale, Universit\u00e0 degli Studi di Bologna, Vialedel Risorgimento 4, I-40136 Bologna, Italy","University of Sofia, Faculty of Chemistry and Pharmacy, Sofia 1164, Bulgaria"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica Industriale, Universit\u00e0 degli Studi di Bologna, Vialedel Risorgimento 4, I-40136 Bologna, Italy","institution_ids":["https://openalex.org/I9360294"]},{"raw_affiliation_string":"University of Sofia, Faculty of Chemistry and Pharmacy, Sofia 1164, Bulgaria","institution_ids":["https://openalex.org/I58918642"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5058886059","display_name":"Alia Tadjer","orcid":"https://orcid.org/0000-0002-5405-5037","observed_orcids":["https://orcid.org/0000-0002-5405-5037"]},"institutions":[{"id":"https://openalex.org/I58918642","display_name":"Sofia University \"St. Kliment Ohridski\"","ror":"https://ror.org/02jv3k292","country_code":"BG","type":"education","lineage":["https://openalex.org/I58918642"]}],"countries":["BG"],"is_corresponding":false,"raw_author_name":"Alia Tadjer","raw_affiliation_strings":["University of Sofia, Faculty of Chemistry and Pharmacy, Sofia 1164, Bulgaria"],"raw_orcid":"https://orcid.org/0000-0002-5405-5037","affiliations":[{"raw_affiliation_string":"University of Sofia, Faculty of Chemistry and Pharmacy, Sofia 1164, Bulgaria","institution_ids":["https://openalex.org/I58918642"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5047128672","display_name":"Marco Garavelli","orcid":"https://orcid.org/0000-0002-0796-289X","observed_orcids":["https://orcid.org/0000-0002-0796-289X"]},"institutions":[{"id":"https://openalex.org/I9360294","display_name":"University of Bologna","ror":"https://ror.org/01111rn36","country_code":"IT","type":"education","lineage":["https://openalex.org/I9360294"]}],"countries":["IT"],"is_corresponding":false,"raw_author_name":"Marco Garavelli","raw_affiliation_strings":["Dipartimento di Chimica Industriale, Universit\u00e0 degli Studi di Bologna, Vialedel Risorgimento 4, I-40136 Bologna, Italy"],"raw_orcid":"https://orcid.org/0000-0002-0796-289X","affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica Industriale, Universit\u00e0 degli Studi di Bologna, Vialedel Risorgimento 4, I-40136 Bologna, Italy","institution_ids":["https://openalex.org/I9360294"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5009053317","display_name":"Milena I. Spassova","orcid":"https://orcid.org/0000-0002-6508-831X","observed_orcids":["https://orcid.org/0000-0002-6508-831X"]},"institutions":[{"id":"https://openalex.org/I24768866","display_name":"Bulgarian Academy of Sciences","ror":"https://ror.org/01x8hew03","country_code":"BG","type":"government","lineage":["https://openalex.org/I24768866"]},{"id":"https://openalex.org/I4210094418","display_name":"Institute of Organic Chemistry with Centre of Phytochemistry","ror":"https://ror.org/00jbx2e92","country_code":"BG","type":"facility","lineage":["https://openalex.org/I24768866","https://openalex.org/I4210094418"]}],"countries":["BG"],"is_corresponding":false,"raw_author_name":"Milena Spassova","raw_affiliation_strings":["Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria","institution_ids":["https://openalex.org/I24768866","https://openalex.org/I4210094418"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5043805017","display_name":"Artur Nenov","orcid":"https://orcid.org/0000-0003-3071-5341","observed_orcids":["https://orcid.org/0000-0003-3071-5341"]},"institutions":[{"id":"https://openalex.org/I9360294","display_name":"University of Bologna","ror":"https://ror.org/01111rn36","country_code":"IT","type":"education","lineage":["https://openalex.org/I9360294"]}],"countries":["IT"],"is_corresponding":true,"raw_author_name":"Artur Nenov","raw_affiliation_strings":["Dipartimento di Chimica Industriale, Universit\u00e0 degli Studi di Bologna, Vialedel Risorgimento 4, I-40136 Bologna, Italy"],"raw_orcid":"https://orcid.org/0000-0003-3071-5341","affiliations":[{"raw_affiliation_string":"Dipartimento di Chimica Industriale, Universit\u00e0 degli Studi di Bologna, Vialedel Risorgimento 4, I-40136 Bologna, Italy","institution_ids":["https://openalex.org/I9360294"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5000113333","display_name":"Julia Romanova","orcid":"https://orcid.org/0000-0001-6668-0879","observed_orcids":["https://orcid.org/0000-0001-6668-0879"]},"institutions":[{"id":"https://openalex.org/I58918642","display_name":"Sofia University \"St. Kliment Ohridski\"","ror":"https://ror.org/02jv3k292","country_code":"BG","type":"education","lineage":["https://openalex.org/I58918642"]}],"countries":["BG"],"is_corresponding":true,"raw_author_name":"Julia Romanova","raw_affiliation_strings":["University of Sofia, Faculty of Chemistry and Pharmacy, Sofia 1164, Bulgaria"],"raw_orcid":"https://orcid.org/0000-0001-6668-0879","affiliations":[{"raw_affiliation_string":"University of Sofia, Faculty of Chemistry and Pharmacy, Sofia 1164, Bulgaria","institution_ids":["https://openalex.org/I58918642"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":4,"corresponding_author_ids":["https://openalex.org/A5000113333","https://openalex.org/A5043805017"],"corresponding_institution_ids":["https://openalex.org/I58918642","https://openalex.org/I9360294"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":1.9756,"has_fulltext":false,"cited_by_count":30,"citation_normalized_percentile":{"value":0.85730536,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":90,"max":99},"biblio":{"volume":"11","issue":"4","first_page":"1390","last_page":"1396"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10045","display_name":"Organic Electronics and Photovoltaics","score":0.6967999935150146,"subfield":{"id":"https://openalex.org/subfields/2208","display_name":"Electrical and Electronic Engineering"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10045","display_name":"Organic Electronics and Photovoltaics","score":0.6967999935150146,"subfield":{"id":"https://openalex.org/subfields/2208","display_name":"Electrical and Electronic Engineering"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"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":0.1370999962091446,"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/T11129","display_name":"Photochemistry and Electron Transfer Studies","score":0.04490000009536743,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/singlet-fission","display_name":"singlet fission","score":0.9959999918937683},{"id":"https://openalex.org/keywords/molecular-topology","display_name":"molecular topology","score":0.9929999709129333},{"id":"https://openalex.org/keywords/open-shell-character","display_name":"open-shell character","score":0.9369999766349792},{"id":"https://openalex.org/keywords/structure-property-relationships","display_name":"structure-property relationships","score":0.7509999871253967},{"id":"https://openalex.org/keywords/organic-solar-cells","display_name":"organic solar cells","score":0.8539999723434448}],"concepts":[{"id":"https://openalex.org/C184720557","wikidata":"https://www.wikidata.org/wiki/Q7825049","display_name":"Topology (electrical circuits)","level":2,"score":0.7034564018249512},{"id":"https://openalex.org/C2911145106","wikidata":"https://www.wikidata.org/wiki/Q18388090","display_name":"Phenanthrenes","level":3,"score":0.6623920202255249},{"id":"https://openalex.org/C192468462","wikidata":"https://www.wikidata.org/wiki/Q533543","display_name":"Chromophore","level":2,"score":0.6449975967407227},{"id":"https://openalex.org/C33062035","wikidata":"https://www.wikidata.org/wiki/Q3296863","display_name":"Singlet state","level":3,"score":0.5176318287849426},{"id":"https://openalex.org/C501308230","wikidata":"https://www.wikidata.org/wiki/Q618","display_name":"Boron","level":2,"score":0.5111928582191467},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.47714802622795105},{"id":"https://openalex.org/C159467904","wikidata":"https://www.wikidata.org/wiki/Q2001702","display_name":"Chemical physics","level":1,"score":0.47324925661087036},{"id":"https://openalex.org/C161522054","wikidata":"https://www.wikidata.org/wiki/Q17100192","display_name":"Singlet fission","level":4,"score":0.4492621421813965},{"id":"https://openalex.org/C57863236","wikidata":"https://www.wikidata.org/wiki/Q1130571","display_name":"Doping","level":2,"score":0.4301244616508484},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.4269367754459381},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.378913938999176},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.32909518480300903},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.2949579656124115},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.23351514339447021},{"id":"https://openalex.org/C2776891815","wikidata":"https://www.wikidata.org/wiki/Q422037","display_name":"Phenanthrene","level":2,"score":0.18229171633720398},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.1816861927509308},{"id":"https://openalex.org/C184779094","wikidata":"https://www.wikidata.org/wiki/Q26383","display_name":"Atomic physics","level":1,"score":0.12070679664611816},{"id":"https://openalex.org/C49040817","wikidata":"https://www.wikidata.org/wiki/Q193091","display_name":"Optoelectronics","level":1,"score":0.09943622350692749},{"id":"https://openalex.org/C76766466","wikidata":"https://www.wikidata.org/wiki/Q3036629","display_name":"Triplet state","level":3,"score":0.08929702639579773},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.0},{"id":"https://openalex.org/C114614502","wikidata":"https://www.wikidata.org/wiki/Q76592","display_name":"Combinatorics","level":1,"score":0.0},{"id":"https://openalex.org/C181500209","wikidata":"https://www.wikidata.org/wiki/Q215328","display_name":"Excited state","level":2,"score":0.0}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/acs.jpclett.9b03406","doi":"https://doi.org/10.1021/acs.jpclett.9b03406","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jpclett.9b03406","pdf_url":null,"source":{"id":"https://openalex.org/S123480357","display_name":"The Journal of Physical Chemistry Letters","issn_l":"1948-7185","issn":["1948-7185"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-1","medline","norway-1","poland-200","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":"The Journal of Physical Chemistry Letters","raw_type":"journal-article"},{"id":"pmid:31971385","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/31971385","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":"The journal of physical chemistry letters","raw_type":"Journal Article"},{"id":"pmh:oai:cris.unibo.it:11585/785782","doi":null,"is_oa":true,"landing_page_url":"https://hdl.handle.net/11585/785782","pdf_url":null,"source":{"id":"https://openalex.org/S4306402579","display_name":"Archivio istituzionale della ricerca (Alma Mater Studiorum Universit\u00e0 di Bologna)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4210117483","host_organization_name":"Istituto di Ematologia di Bologna","host_organization_lineage":["https://openalex.org/I4210117483"],"host_organization_lineage_names":[],"type":"repository"},"license":"other-oa","license_id":"https://openalex.org/licenses/other-oa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":{"id":"pmh:oai:cris.unibo.it:11585/785782","doi":null,"is_oa":true,"landing_page_url":"https://hdl.handle.net/11585/785782","pdf_url":null,"source":{"id":"https://openalex.org/S4306402579","display_name":"Archivio istituzionale della ricerca (Alma Mater Studiorum Universit\u00e0 di Bologna)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4210117483","host_organization_name":"Istituto di Ematologia di Bologna","host_organization_lineage":["https://openalex.org/I4210117483"],"host_organization_lineage_names":[],"type":"repository"},"license":"other-oa","license_id":"https://openalex.org/licenses/other-oa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"info:eu-repo/semantics/article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320323573","display_name":"Ministry of Education and Science","ror":"https://ror.org/053pcb396"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":43,"referenced_works":["https://openalex.org/W1974667766","https://openalex.org/W1985561328","https://openalex.org/W1997641598","https://openalex.org/W1997808756","https://openalex.org/W2021060799","https://openalex.org/W2044940178","https://openalex.org/W2045186431","https://openalex.org/W2080297685","https://openalex.org/W2083043822","https://openalex.org/W2094622988","https://openalex.org/W2096433487","https://openalex.org/W2097535758","https://openalex.org/W2097764239","https://openalex.org/W2132525235","https://openalex.org/W2137859621","https://openalex.org/W2154409806","https://openalex.org/W2155751707","https://openalex.org/W2207898330","https://openalex.org/W2288565508","https://openalex.org/W2295234361","https://openalex.org/W2303621916","https://openalex.org/W2315426500","https://openalex.org/W2316844554","https://openalex.org/W2318985745","https://openalex.org/W2319117182","https://openalex.org/W2321259410","https://openalex.org/W2321957839","https://openalex.org/W2518924575","https://openalex.org/W2587593113","https://openalex.org/W2597828862","https://openalex.org/W2604947911","https://openalex.org/W2765822382","https://openalex.org/W2768185853","https://openalex.org/W2786634294","https://openalex.org/W2797333726","https://openalex.org/W2803882462","https://openalex.org/W2807599621","https://openalex.org/W2944927539","https://openalex.org/W2955667055","https://openalex.org/W4211056516","https://openalex.org/W4233515809","https://openalex.org/W4243622434","https://openalex.org/W4388955884"],"related_works":["https://openalex.org/W4401689166","https://openalex.org/W3084018535","https://openalex.org/W4221127231","https://openalex.org/W4213186024","https://openalex.org/W7128052711","https://openalex.org/W4321168853","https://openalex.org/W4210771171","https://openalex.org/W3146256395","https://openalex.org/W3046020965","https://openalex.org/W2972503736"],"abstract_inverted_index":{"We":[0],"demonstrate":[1],"the":[2,5,11,44,52,58,62,69,76,79,90],"relationship":[3],"between":[4,68],"topology":[6,46],"(the":[7],"way":[8],"in":[9,22,75],"which":[10],"atoms":[12],"are":[13,73,102],"connected),":[14],"open-shell":[15],"character,":[16],"and":[17,28,71,83],"singlet":[18],"fission":[19],"(SF)":[20],"propensity":[21,60],"a":[23,48],"series":[24],"of":[25,61,78,92],"diboron-doped":[26],"anthracenes":[27],"phenanthrenes.":[29],"The":[30,40,65],"study":[31],"is":[32],"performed":[33],"by":[34],"using":[35],"high-level":[36],"wave-function-based":[37],"quantum-chemical":[38],"calculations.":[39],"results":[41],"show":[42],"that":[43],"molecular":[45,86],"plays":[47],"crucial":[49],"role":[50],"for":[51,57,89,107],"optical":[53],"properties":[54,72],"and,":[55],"respectively,":[56],"SF":[59,94,105],"studied":[63],"compounds.":[64],"topology-derived":[66],"correlations":[67],"structure":[70],"interpreted":[74],"light":[77],"Kekul\u00e9":[80],"hydrocarbons":[81,101],"concept":[82],"serve":[84],"as":[85,104],"design":[87],"guidelines":[88],"discovery":[91],"new":[93],"materials.":[95],"Finally,":[96],"several":[97],"boron-doped":[98],"polycyclic":[99],"aromatic":[100],"proposed":[103],"chromophores":[106],"organic":[108],"solar":[109],"cells.":[110]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":3},{"year":2023,"cited_by_count":6},{"year":2022,"cited_by_count":6},{"year":2021,"cited_by_count":8},{"year":2020,"cited_by_count":3}],"updated_date":"2026-10-14T16:39:01.820549","created_date":"2020-01-30T00:00:00"}