{"id":"https://openalex.org/W3003674793","doi":"https://doi.org/10.1021/acs.jpca.9b07858","title":"Computational Study of Photo-oxidative Degradation Mechanisms of Boron-Containing Oligothiophenes","display_name":"Computational Study of Photo-oxidative Degradation Mechanisms of Boron-Containing Oligothiophenes","publication_year":2020,"publication_date":"2020-01-30","ids":{"openalex":"https://openalex.org/W3003674793","doi":"https://doi.org/10.1021/acs.jpca.9b07858","mag":"3003674793","pmid":"https://pubmed.ncbi.nlm.nih.gov/31999922"},"language":"en","primary_location":{"id":"doi:10.1021/acs.jpca.9b07858","doi":"https://doi.org/10.1021/acs.jpca.9b07858","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jpca.9b07858","pdf_url":null,"source":{"id":"https://openalex.org/S146709414","display_name":"The Journal of Physical Chemistry A","issn_l":"1089-5639","issn":["1089-5639","1520-5215"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2","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 A","raw_type":"journal-article"},"volume":null,"type":"article","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/A5000442872","display_name":"O\u011fuzhan Kucur","orcid":"https://orcid.org/0000-0002-8354-4294","observed_orcids":["https://orcid.org/0000-0002-8354-4294"]},"institutions":[{"id":"https://openalex.org/I4405392","display_name":"Bo\u011fazi\u00e7i University","ror":"https://ror.org/03z9tma90","country_code":"TR","type":"education","lineage":["https://openalex.org/I4405392"]}],"countries":["TR"],"is_corresponding":false,"raw_author_name":"O\u011fuzhan Kucur","raw_affiliation_strings":["Department of Chemistry, Faculty of Arts and Sciences, Bogazici University, 34342 Bebek, Istanbul, Turkey"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Arts and Sciences, Bogazici University, 34342 Bebek, Istanbul, Turkey","institution_ids":["https://openalex.org/I4405392"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5102834558","display_name":"Haydar Taylan Turan","orcid":"https://orcid.org/0000-0003-4373-2431","observed_orcids":["https://orcid.org/0000-0003-4373-2431"]},"institutions":[{"id":"https://openalex.org/I1850255","display_name":"University of Basel","ror":"https://ror.org/02s6k3f65","country_code":"CH","type":"education","lineage":["https://openalex.org/I1850255"]},{"id":"https://openalex.org/I4405392","display_name":"Bo\u011fazi\u00e7i University","ror":"https://ror.org/03z9tma90","country_code":"TR","type":"education","lineage":["https://openalex.org/I4405392"]}],"countries":["CH","TR"],"is_corresponding":false,"raw_author_name":"Haydar Taylan Turan","raw_affiliation_strings":["Department of Chemistry, Faculty of Arts and Sciences, Bogazici University, 34342 Bebek, Istanbul, Turkey","Department of Chemistry, University of Basel, Klingelbergstrasse 80, 4056 Basel, Switzerland"],"raw_orcid":"https://orcid.org/0000-0003-4373-2431","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Arts and Sciences, Bogazici University, 34342 Bebek, Istanbul, Turkey","institution_ids":["https://openalex.org/I4405392"]},{"raw_affiliation_string":"Department of Chemistry, University of Basel, Klingelbergstrasse 80, 4056 Basel, Switzerland","institution_ids":["https://openalex.org/I1850255"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5083108613","display_name":"Antonio Monari","orcid":"https://orcid.org/0000-0001-9464-1463","observed_orcids":["https://orcid.org/0000-0001-9464-1463"]},"institutions":[{"id":"https://openalex.org/I1294671590","display_name":"Centre National de la Recherche Scientifique","ror":"https://ror.org/02feahw73","country_code":"FR","type":"government","lineage":["https://openalex.org/I1294671590"]},{"id":"https://openalex.org/I4387156043","display_name":"Laboratoire de Physique et Chimie Th\u00e9oriques","ror":"https://ror.org/02atkd403","country_code":"FR","type":"facility","lineage":["https://openalex.org/I1294671590","https://openalex.org/I4387156043","https://openalex.org/I90183372"]},{"id":"https://openalex.org/I90183372","display_name":"Universit\u00e9 de Lorraine","ror":"https://ror.org/04vfs2w97","country_code":"FR","type":"education","lineage":["https://openalex.org/I90183372"]}],"countries":["FR"],"is_corresponding":true,"raw_author_name":"Antonio Monari","raw_affiliation_strings":["Th\u00e9orie-Mod\u00e9lisation-Simulation, CNRS, SRSMC Boulevard des Aiguillettes, Vandoeuvre-l\u00e8s-Nancy, Nancy, France","Universit\u00e9 de Lorraine and CNRS, LPCT UMR 7019, F-54000 Nancy, France"],"raw_orcid":"https://orcid.org/0000-0001-9464-1463","affiliations":[{"raw_affiliation_string":"Th\u00e9orie-Mod\u00e9lisation-Simulation, CNRS, SRSMC Boulevard des Aiguillettes, Vandoeuvre-l\u00e8s-Nancy, Nancy, France","institution_ids":["https://openalex.org/I1294671590"]},{"raw_affiliation_string":"Universit\u00e9 de Lorraine and CNRS, LPCT UMR 7019, F-54000 Nancy, France","institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I4387156043","https://openalex.org/I90183372"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5066360588","display_name":"Vi\u0307ktorya Avi\u0307yente","orcid":"https://orcid.org/0000-0001-9430-4096","observed_orcids":["https://orcid.org/0000-0001-9430-4096"]},"institutions":[{"id":"https://openalex.org/I4405392","display_name":"Bo\u011fazi\u00e7i University","ror":"https://ror.org/03z9tma90","country_code":"TR","type":"education","lineage":["https://openalex.org/I4405392"]}],"countries":["TR"],"is_corresponding":true,"raw_author_name":"Viktorya Aviyente","raw_affiliation_strings":["Department of Chemistry, Faculty of Arts and Sciences, Bogazici University, 34342 Bebek, Istanbul, Turkey"],"raw_orcid":"https://orcid.org/0000-0001-9430-4096","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Faculty of Arts and Sciences, Bogazici University, 34342 Bebek, Istanbul, Turkey","institution_ids":["https://openalex.org/I4405392"]}]}],"institutions":[],"countries_distinct_count":3,"institutions_distinct_count":5,"corresponding_author_ids":["https://openalex.org/A5066360588","https://openalex.org/A5083108613"],"corresponding_institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I4387156043","https://openalex.org/I4405392","https://openalex.org/I90183372"],"apc_list":null,"apc_paid":null,"fwci":0.0,"has_fulltext":false,"cited_by_count":1,"citation_normalized_percentile":{"value":0.00634961,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"124","issue":"7","first_page":"1390","last_page":"1398"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10045","display_name":"Organic Electronics and Photovoltaics","score":0.451200008392334,"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":0.451200008392334,"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/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.10409999638795853,"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/T10002","display_name":"Advanced Chemical Physics Studies","score":0.08510000258684158,"subfield":{"id":"https://openalex.org/subfields/3107","display_name":"Atomic and Molecular Physics, and Optics"},"field":{"id":"https://openalex.org/fields/31","display_name":"Physics and Astronomy"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/photo-oxidative-degradation","display_name":"photo-oxidative degradation","score":0.9100000262260437},{"id":"https://openalex.org/keywords/polythiophene","display_name":"polythiophene","score":0.7699999809265137},{"id":"https://openalex.org/keywords/photostability","display_name":"photostability","score":0.7419999837875366},{"id":"https://openalex.org/keywords/hydroxyl-radicals","display_name":"hydroxyl radicals","score":0.8510000109672546},{"id":"https://openalex.org/keywords/hydroperoxyl-radical","display_name":"hydroperoxyl radical","score":0.9810000061988831},{"id":"https://openalex.org/keywords/singlet-oxygen","display_name":"singlet oxygen","score":0.8429999947547913},{"id":"https://openalex.org/keywords/sulfoxide-formation","display_name":"sulfoxide formation","score":0.9750000238418579},{"id":"https://openalex.org/keywords/ring-cleavage","display_name":"ring cleavage","score":0.6909999847412109},{"id":"https://openalex.org/keywords/degradation-mechanism","display_name":"degradation mechanism","score":0.453000009059906},{"id":"https://openalex.org/keywords/organic-electronic-materials","display_name":"organic electronic materials","score":0.5569999814033508}],"concepts":[{"id":"https://openalex.org/C2776722999","wikidata":"https://www.wikidata.org/wiki/Q1088474","display_name":"Hydroperoxyl","level":3,"score":0.8944317102432251},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.8126953840255737},{"id":"https://openalex.org/C2779953032","wikidata":"https://www.wikidata.org/wiki/Q305364","display_name":"Thiophene","level":2,"score":0.807680606842041},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7545267343521118},{"id":"https://openalex.org/C2777516457","wikidata":"https://www.wikidata.org/wiki/Q2413613","display_name":"Singlet oxygen","level":3,"score":0.7149745225906372},{"id":"https://openalex.org/C139066938","wikidata":"https://www.wikidata.org/wiki/Q185056","display_name":"Radical","level":2,"score":0.6067619919776917},{"id":"https://openalex.org/C2778448320","wikidata":"https://www.wikidata.org/wiki/Q408395","display_name":"Sulfoxide","level":2,"score":0.47543931007385254},{"id":"https://openalex.org/C33062035","wikidata":"https://www.wikidata.org/wiki/Q3296863","display_name":"Singlet state","level":3,"score":0.4630133807659149},{"id":"https://openalex.org/C96444392","wikidata":"https://www.wikidata.org/wiki/Q1993452","display_name":"Radical ion","level":3,"score":0.4595547914505005},{"id":"https://openalex.org/C2776778087","wikidata":"https://www.wikidata.org/wiki/Q427071","display_name":"Hydroxyl radical","level":3,"score":0.44435402750968933},{"id":"https://openalex.org/C540031477","wikidata":"https://www.wikidata.org/wiki/Q629","display_name":"Oxygen","level":2,"score":0.3604171872138977},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.21014559268951416},{"id":"https://openalex.org/C181500209","wikidata":"https://www.wikidata.org/wiki/Q215328","display_name":"Excited state","level":2,"score":0.10134100914001465},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.0},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C185544564","wikidata":"https://www.wikidata.org/wiki/Q81197","display_name":"Nuclear physics","level":1,"score":0.0}],"mesh":[],"locations_count":4,"locations":[{"id":"doi:10.1021/acs.jpca.9b07858","doi":"https://doi.org/10.1021/acs.jpca.9b07858","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jpca.9b07858","pdf_url":null,"source":{"id":"https://openalex.org/S146709414","display_name":"The Journal of Physical Chemistry A","issn_l":"1089-5639","issn":["1089-5639","1520-5215"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2","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 A","raw_type":"journal-article"},{"id":"pmid:31999922","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/31999922","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. A","raw_type":"Journal Article"},{"id":"pmh:oai:HAL:hal-02476347v1","doi":null,"is_oa":false,"landing_page_url":"https://hal.univ-lorraine.fr/hal-02476347","pdf_url":null,"source":{"id":"https://openalex.org/S4306402512","display_name":"HAL","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4405252976","host_organization_name":"Centre pour la Communication Scientifique Directe","host_organization_lineage":["https://openalex.org/I4405252976"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"ISSN: 1089-5639","raw_type":"info:eu-repo/semantics/article"},{"id":"pmh:oai:HAL:hal-02912965v1","doi":null,"is_oa":false,"landing_page_url":"https://hal.univ-lorraine.fr/hal-02912965","pdf_url":null,"source":{"id":"https://openalex.org/S4306402512","display_name":"HAL","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4405252976","host_organization_name":"Centre pour la Communication Scientifique Directe","host_organization_lineage":["https://openalex.org/I4405252976"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Journal of Physical Chemistry A, 2020, 124 (7), pp.1390-1398. &#x27E8;10.1021/acs.jpca.9b07858&#x27E9;","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":null,"sustainable_development_goals":[],"sustainable_development_goals_aurora":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":55,"referenced_works":["https://openalex.org/W1964162368","https://openalex.org/W1966302105","https://openalex.org/W1972745553","https://openalex.org/W1973296730","https://openalex.org/W1979334252","https://openalex.org/W1981069414","https://openalex.org/W1982430667","https://openalex.org/W1986666089","https://openalex.org/W1988976354","https://openalex.org/W1993390786","https://openalex.org/W1994967283","https://openalex.org/W2001704123","https://openalex.org/W2007359483","https://openalex.org/W2010639876","https://openalex.org/W2015647588","https://openalex.org/W2019512570","https://openalex.org/W2019961531","https://openalex.org/W2027414661","https://openalex.org/W2035050939","https://openalex.org/W2038687396","https://openalex.org/W2042806712","https://openalex.org/W2043363795","https://openalex.org/W2046412723","https://openalex.org/W2055499045","https://openalex.org/W2056793197","https://openalex.org/W2056912451","https://openalex.org/W2065742318","https://openalex.org/W2067278918","https://openalex.org/W2069722427","https://openalex.org/W2075888866","https://openalex.org/W2077258256","https://openalex.org/W2083483218","https://openalex.org/W2090572943","https://openalex.org/W2102003414","https://openalex.org/W2120748509","https://openalex.org/W2120759994","https://openalex.org/W2122746064","https://openalex.org/W2123431589","https://openalex.org/W2123626485","https://openalex.org/W2133300466","https://openalex.org/W2148351384","https://openalex.org/W2235406895","https://openalex.org/W2321758334","https://openalex.org/W2501985767","https://openalex.org/W2503214859","https://openalex.org/W2506469814","https://openalex.org/W2541145178","https://openalex.org/W2566847878","https://openalex.org/W2750758474","https://openalex.org/W2783864427","https://openalex.org/W2811262132","https://openalex.org/W2885870635","https://openalex.org/W2890570426","https://openalex.org/W2900818293","https://openalex.org/W4292053748"],"related_works":["https://openalex.org/W2120748509","https://openalex.org/W7096347916","https://openalex.org/W2051942716","https://openalex.org/W2029185521","https://openalex.org/W1966672109","https://openalex.org/W7097562708","https://openalex.org/W2090831652","https://openalex.org/W2352173660","https://openalex.org/W1997448226","https://openalex.org/W2120202887"],"abstract_inverted_index":{"We":[0],"have":[1,14,190],"modeled":[2],"possible":[3],"photo-oxidative":[4],"degradation":[5,110,179,227],"pathways":[6,111],"for":[7],"a":[8,165],"set":[9],"of":[10,78,81,87,96,100,128,131,193,206,229,233,241,253,257,260],"boron-containing":[11],"oligothiophenes,":[12],"which":[13,141],"potential":[15,251],"use":[16,256],"in":[17,41,90,94,117,176],"organic":[18],"electronic":[19],"devices.":[20],"Photogenerated":[21],"reactive":[22],"oxygen":[23,36,54,157,189,201],"species":[24],"such":[25],"as":[26],"hydroxyl":[27,113,121],"radical,":[28,30],"hydroperoxyl":[29,150],"and":[31,33,50,70,84,144,173,248],"singlet":[32,52,187],"triplet":[34,155],"molecular":[35,53,156,188,200],"are":[37],"taken":[38],"into":[39],"account":[40],"three":[42],"main":[43],"pathways,":[44],"namely,":[45],"sulfoxide":[46,101],"formation,":[47],"sequential":[48],"addition,":[49],"stepwise":[51,154],"addition.":[55],"Density":[56],"functional":[57],"theory":[58],"at":[59],"the":[60,67,76,79,85,103,108,118,125,137,149,160,204,207,216,219,225,230,234,239,246,250,254],"B3LYP":[61],"level":[62],"is":[63,89,106,115,142,210],"used":[64],"to":[65],"assess":[66],"reaction":[68],"kinetics":[69],"thermodynamics.":[71],"Our":[72,222],"findings":[73,240],"show":[74],"that":[75],"influence":[77],"number":[80],"thiophene":[82,104,129,208,231],"rings":[83],"presence":[86],"boron":[88],"most":[91],"cases":[92],"minor":[93],"terms":[95],"degradation.":[97],"The":[98,120,153],"formation":[99],"on":[102,124,159,203,218],"ring":[105,130,182,209],"among":[107],"easiest":[109],"if":[112],"radical":[114,122,139,151,162],"present":[116],"system.":[119],"attack":[123,202,217],"C":[126],"\u03b2":[127],"BMBE-1T":[132],"(2,5-bis(":[133],"E":[134],"-dimesitylborylethenyl)thiophene)":[135],"forms":[136],"BMBE-1T(C)OH":[138,161],"adduct":[140,163],"kinetically":[143,211],"thermodynamically":[145,177],"more":[146,213],"favorable":[147],"than":[148,215],"attack.":[152],"addition":[158],"has":[164],"free":[166],"energy":[167,191],"barrier":[168],"around":[169],"19":[170],"kcal\u00b7mol":[171,196],"\u20131,":[172],"it":[174],"results":[175,223],"stable":[178],"product":[180],"via":[181],"cleavage.":[183],"Stepwise":[184],"reactions":[185],"with":[186],"barriers":[192],"roughly":[194],"40":[195],"\u20131":[197],".":[198],"Singlet":[199],"\u03b1-carbon":[205],"much":[212],"favored":[214],"beta":[220],"carbon.":[221],"elucidate":[224],"preferred":[226],"mechanism":[228],"backbone":[232],"selected":[235],"photoactive":[236],"oligomers.":[237],"Moreover,":[238],"this":[242,258],"theoretical":[243],"study":[244],"clarify":[245],"photostability,":[247],"hence":[249],"drawbacks,":[252],"large-scale":[255],"class":[259],"polythiophenes.":[261]},"counts_by_year":[{"year":2024,"cited_by_count":1}],"updated_date":"2026-10-25T09:29:13.331239","created_date":"2020-02-07T00:00:00"}
