{"id":"https://openalex.org/W2321709959","doi":"https://doi.org/10.1021/jo2003117","title":"Synthesis and Characterization of Optical and Redox Properties of Bithiophene-Functionalized Diketopyrrolopyrrole Chromophores","display_name":"Synthesis and Characterization of Optical and Redox Properties of Bithiophene-Functionalized Diketopyrrolopyrrole Chromophores","publication_year":2011,"publication_date":"2011-03-07","ids":{"openalex":"https://openalex.org/W2321709959","doi":"https://doi.org/10.1021/jo2003117","mag":"2321709959","pmid":"https://pubmed.ncbi.nlm.nih.gov/21381701"},"language":"en","primary_location":{"id":"doi:10.1021/jo2003117","doi":"https://doi.org/10.1021/jo2003117","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo2003117","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"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":"The Journal of Organic Chemistry","raw_type":"journal-article"},"parent_works":[],"lineage":["https://openalex.org/W2321709959"],"child_works_count":0,"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/A5011543665","display_name":"Hannah B\u00fcrckst\u00fcmmer","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I25974101","display_name":"University of W\u00fcrzburg","ror":"https://ror.org/00fbnyb24","country_code":"DE","type":"education","lineage":["https://openalex.org/I25974101"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Hannah B\u00fcrckst\u00fcmmer","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5046925577","display_name":"Annike Wei\u00dfenstein","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I25974101","display_name":"University of W\u00fcrzburg","ror":"https://ror.org/00fbnyb24","country_code":"DE","type":"education","lineage":["https://openalex.org/I25974101"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Annike Weissenstein","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5087264406","display_name":"David Bialas","orcid":"https://orcid.org/0000-0001-5687-5904","observed_orcids":["https://orcid.org/0000-0001-5687-5904"]},"institutions":[{"id":"https://openalex.org/I25974101","display_name":"University of W\u00fcrzburg","ror":"https://ror.org/00fbnyb24","country_code":"DE","type":"education","lineage":["https://openalex.org/I25974101"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"David Bialas","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5080213784","display_name":"Frank W\u00fcrthner","orcid":"https://orcid.org/0000-0001-7245-0471","observed_orcids":["https://orcid.org/0000-0001-7245-0471"]},"institutions":[{"id":"https://openalex.org/I25974101","display_name":"University of W\u00fcrzburg","ror":"https://ror.org/00fbnyb24","country_code":"DE","type":"education","lineage":["https://openalex.org/I25974101"]}],"countries":["DE"],"is_corresponding":true,"raw_author_name":"Frank W\u00fcrthner","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Organische Chemie, Am Hubland, 97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5080213784"],"corresponding_institution_ids":["https://openalex.org/I25974101"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":12.7043,"has_fulltext":false,"cited_by_count":185,"citation_normalized_percentile":{"value":0.99001278,"is_in_top_1_percent":true,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":95,"max":100},"biblio":{"volume":"76","issue":"8","first_page":"2426","last_page":"2432"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10045","display_name":"Organic Electronics and Photovoltaics","score":0.4957999885082245,"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":0.4957999885082245,"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":0.18379999697208405,"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/T10611","display_name":"Organic Light-Emitting Diodes Research","score":0.06129999831318855,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/diketopyrrolopyrrole","display_name":"diketopyrrolopyrrole","score":0.9570000171661377},{"id":"https://openalex.org/keywords/bithiophene","display_name":"bithiophene","score":0.902999997138977},{"id":"https://openalex.org/keywords/palladium-catalyzed-cross-coupling","display_name":"palladium-catalyzed cross-coupling","score":0.9200000166893005},{"id":"https://openalex.org/keywords/boronic-esters","display_name":"boronic esters","score":0.7170000076293945},{"id":"https://openalex.org/keywords/peripheral-substituent-effects","display_name":"peripheral substituent effects","score":0.7620000243186951},{"id":"https://openalex.org/keywords/near-infrared-absorption","display_name":"near-infrared absorption","score":0.8019999861717224},{"id":"https://openalex.org/keywords/fluorescence","display_name":"fluorescence","score":0.5580000281333923},{"id":"https://openalex.org/keywords/electrochemical-properties","display_name":"electrochemical properties","score":0.8259999752044678},{"id":"https://openalex.org/keywords/redox-properties","display_name":"redox properties","score":0.7609999775886536},{"id":"https://openalex.org/keywords/organic-solar-cells","display_name":"organic solar cells","score":0.8560000061988831},{"id":"https://openalex.org/keywords/molecular-materials","display_name":"molecular materials","score":0.5989999771118164}],"concepts":[{"id":"https://openalex.org/C145255805","wikidata":"https://www.wikidata.org/wiki/Q899861","display_name":"Stille reaction","level":3,"score":0.8768839836120605},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8546843528747559},{"id":"https://openalex.org/C2779953032","wikidata":"https://www.wikidata.org/wiki/Q305364","display_name":"Thiophene","level":2,"score":0.8502217531204224},{"id":"https://openalex.org/C71866858","wikidata":"https://www.wikidata.org/wiki/Q902756","display_name":"Negishi coupling","level":3,"score":0.7943023443222046},{"id":"https://openalex.org/C2777869211","wikidata":"https://www.wikidata.org/wiki/Q1147647","display_name":"Cyclic voltammetry","level":4,"score":0.7119861841201782},{"id":"https://openalex.org/C192468462","wikidata":"https://www.wikidata.org/wiki/Q533543","display_name":"Chromophore","level":2,"score":0.6960924863815308},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.5951833128929138},{"id":"https://openalex.org/C13205572","wikidata":"https://www.wikidata.org/wiki/Q899891","display_name":"Suzuki reaction","level":4,"score":0.5600369572639465},{"id":"https://openalex.org/C91614233","wikidata":"https://www.wikidata.org/wiki/Q1472888","display_name":"Organic solar cell","level":3,"score":0.4565134048461914},{"id":"https://openalex.org/C119824511","wikidata":"https://www.wikidata.org/wiki/Q13553575","display_name":"Absorption spectroscopy","level":2,"score":0.4535735845565796},{"id":"https://openalex.org/C112613896","wikidata":"https://www.wikidata.org/wiki/Q898370","display_name":"Conjugated system","level":3,"score":0.43383270502090454},{"id":"https://openalex.org/C52859227","wikidata":"https://www.wikidata.org/wiki/Q7877","display_name":"Electrochemistry","level":3,"score":0.43328818678855896},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.42640066146850586},{"id":"https://openalex.org/C188027245","wikidata":"https://www.wikidata.org/wiki/Q750446","display_name":"Polymer chemistry","level":1,"score":0.3543564975261688},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.34140580892562866},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.259893536567688},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.2231113314628601},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.16384142637252808},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.14261943101882935},{"id":"https://openalex.org/C17525397","wikidata":"https://www.wikidata.org/wiki/Q176140","display_name":"Electrode","level":2,"score":0.06289583444595337},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/jo2003117","doi":"https://doi.org/10.1021/jo2003117","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo2003117","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"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":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:21381701","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/21381701","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 organic chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":38,"referenced_works":["https://openalex.org/W1578325776","https://openalex.org/W1609687253","https://openalex.org/W1953260324","https://openalex.org/W1965549506","https://openalex.org/W1970234358","https://openalex.org/W1970445095","https://openalex.org/W1971430588","https://openalex.org/W1972126512","https://openalex.org/W1974197250","https://openalex.org/W1978890358","https://openalex.org/W1984001131","https://openalex.org/W1992492894","https://openalex.org/W1992962659","https://openalex.org/W2013855067","https://openalex.org/W2017178706","https://openalex.org/W2017272021","https://openalex.org/W2028262861","https://openalex.org/W2033276631","https://openalex.org/W2038363740","https://openalex.org/W2040590035","https://openalex.org/W2043738935","https://openalex.org/W2059080619","https://openalex.org/W2065408502","https://openalex.org/W2066260730","https://openalex.org/W2067194350","https://openalex.org/W2077376941","https://openalex.org/W2090812921","https://openalex.org/W2093727061","https://openalex.org/W2095531291","https://openalex.org/W2096117372","https://openalex.org/W2103312695","https://openalex.org/W2120993668","https://openalex.org/W2125001064","https://openalex.org/W2130613439","https://openalex.org/W2151713856","https://openalex.org/W2157921374","https://openalex.org/W2314852583","https://openalex.org/W3134453341"],"related_works":["https://openalex.org/W2547393150","https://openalex.org/W7039721585","https://openalex.org/W4385719423","https://openalex.org/W3187454973","https://openalex.org/W3164484321","https://openalex.org/W2049835954","https://openalex.org/W2620801937","https://openalex.org/W6983531859","https://openalex.org/W7061083797","https://openalex.org/W2123666857"],"abstract_inverted_index":{"A":[0],"series":[1,84],"of":[2,59,71,81,85,108],"six":[3],"new":[4],"2,2'-bithiophene-functionalized":[5],"diketopyrrolopyrrole":[6],"(DPP)":[7],"dyes":[8,87],"7a-f":[9,88],"bearing":[10],"different":[11],"electron-donating":[12],"and":[13,34,47,66,78,93,97],"electron-withdrawing":[14],"substituents":[15,74],"at":[16],"the":[17,35,57,72,76,82,105,123],"terminal":[18],"thiophene":[19],"units":[20],"was":[21],"synthesized":[22],"by":[23,63,91],"palladium-catalyzed":[24],"cross-coupling":[25],"reactions.":[26],"The":[27,69,111],"to":[28,51],"date":[29],"unknown":[30],"diiodinated":[31],"DPP":[32,86,113],"2":[33],"corresponding":[36],"boronic":[37],"ester":[38],"derivative":[39,114],"3":[40],"could":[41],"be":[42,52],"prepared":[43],"in":[44,122,135],"high":[45],"yields,":[46],"these":[48,109],"are":[49],"shown":[50],"versatile":[53],"building":[54],"blocks":[55],"for":[56,133],"synthesis":[58],"DPP-based":[60],"molecular":[61],"materials":[62],"Negishi,":[64],"Stille,":[65],"Suzuki":[67],"coupling.":[68],"influence":[70],"peripheral":[73],"on":[75,104],"optical":[77],"electrochemical":[79],"properties":[80],"present":[83],"were":[89],"investigated":[90],"UV/vis":[92],"steady-state":[94],"fluorescence":[95],"spectroscopy":[96],"cyclic":[98],"voltammetry,":[99],"revealing":[100],"an":[101],"appreciable":[102],"effect":[103],"electronic":[106],"nature":[107],"dyes.":[110],"diamino-substituted":[112],"7e":[115],"exhibits":[116],"a":[117,129],"strong":[118],"absorption":[119],"band":[120],"reaching":[121],"near-infrared":[124],"(NIR)":[125],"region,":[126],"which":[127],"is":[128],"highly":[130],"desirable":[131],"feature":[132],"application":[134],"organic":[136],"photovoltaics.":[137]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":4},{"year":2024,"cited_by_count":6},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":14},{"year":2020,"cited_by_count":11},{"year":2019,"cited_by_count":14},{"year":2018,"cited_by_count":8},{"year":2017,"cited_by_count":14},{"year":2016,"cited_by_count":26},{"year":2015,"cited_by_count":18},{"year":2014,"cited_by_count":20},{"year":2013,"cited_by_count":21},{"year":2012,"cited_by_count":14}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}