{"id":"https://openalex.org/W2005254092","doi":"https://doi.org/10.1021/ja000752t","title":"Synthesis and Electronic Structure Investigations of \u03b1,\u03c9-Bis(arylthio)oligothiophenes: Toward Understanding Wire-Linker Interactions in Molecular-Scale Electronic Materials","display_name":"Synthesis and Electronic Structure Investigations of \u03b1,\u03c9-Bis(arylthio)oligothiophenes: Toward Understanding Wire-Linker Interactions in Molecular-Scale Electronic Materials","publication_year":2000,"publication_date":"2000-06-29","ids":{"openalex":"https://openalex.org/W2005254092","doi":"https://doi.org/10.1021/ja000752t","mag":"2005254092"},"language":"en","primary_location":{"id":"doi:10.1021/ja000752t","doi":"https://doi.org/10.1021/ja000752t","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja000752t","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","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":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"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/A5031921986","display_name":"Robin G. Hicks","orcid":"https://orcid.org/0000-0002-4613-4616","observed_orcids":["https://orcid.org/0000-0002-4613-4616"]},"institutions":[{"id":"https://openalex.org/I212119943","display_name":"University of Victoria","ror":"https://ror.org/04s5mat29","country_code":"CA","type":"education","lineage":["https://openalex.org/I212119943"]}],"countries":["CA"],"is_corresponding":false,"raw_author_name":"Robin G. Hicks","raw_affiliation_strings":["Contribution from the Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, British Columbia V8W 3V6, Canada"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, British Columbia V8W 3V6, Canada","institution_ids":["https://openalex.org/I212119943"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5010600379","display_name":"Matthew B. Nodwell","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I212119943","display_name":"University of Victoria","ror":"https://ror.org/04s5mat29","country_code":"CA","type":"education","lineage":["https://openalex.org/I212119943"]}],"countries":["CA"],"is_corresponding":false,"raw_author_name":"Matthew B. Nodwell","raw_affiliation_strings":["Contribution from the Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, British Columbia V8W 3V6, Canada"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, British Columbia V8W 3V6, Canada","institution_ids":["https://openalex.org/I212119943"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I212119943"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":4.6487,"has_fulltext":false,"cited_by_count":96,"citation_normalized_percentile":{"value":0.94441903,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":98},"biblio":{"volume":"122","issue":"28","first_page":"6746","last_page":"6753"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10913","display_name":"Molecular Junctions and Nanostructures","score":0.8515999913215637,"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/T10913","display_name":"Molecular Junctions and Nanostructures","score":0.8515999913215637,"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/T10660","display_name":"Conducting polymers and applications","score":0.04089999943971634,"subfield":{"id":"https://openalex.org/subfields/2507","display_name":"Polymers and Plastics"},"field":{"id":"https://openalex.org/fields/25","display_name":"Materials Science"},"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":0.03139999881386757,"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/oligothiophenes","display_name":"oligothiophenes","score":0.9309999942779541},{"id":"https://openalex.org/keywords/electronic-structure","display_name":"electronic structure","score":0.5590000152587891},{"id":"https://openalex.org/keywords/oxidation-potential","display_name":"oxidation potential","score":0.8339999914169312},{"id":"https://openalex.org/keywords/radical-cation-stability","display_name":"radical cation stability","score":0.9259999990463257},{"id":"https://openalex.org/keywords/3-4-ethylenedioxythiophene","display_name":"3,4-ethylenedioxythiophene","score":0.9020000100135803},{"id":"https://openalex.org/keywords/stille-coupling","display_name":"Stille coupling","score":0.6790000200271606},{"id":"https://openalex.org/keywords/oxidative-coupling","display_name":"oxidative coupling","score":0.6959999799728394},{"id":"https://openalex.org/keywords/gold-electrode","display_name":"gold electrode","score":0.5559999942779541}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8869528770446777},{"id":"https://openalex.org/C2779953032","wikidata":"https://www.wikidata.org/wiki/Q305364","display_name":"Thiophene","level":2,"score":0.6544121503829956},{"id":"https://openalex.org/C145255805","wikidata":"https://www.wikidata.org/wiki/Q899861","display_name":"Stille reaction","level":3,"score":0.6264192461967468},{"id":"https://openalex.org/C2777869211","wikidata":"https://www.wikidata.org/wiki/Q1147647","display_name":"Cyclic voltammetry","level":4,"score":0.6025675535202026},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.5810338258743286},{"id":"https://openalex.org/C112613896","wikidata":"https://www.wikidata.org/wiki/Q898370","display_name":"Conjugated system","level":3,"score":0.5499146580696106},{"id":"https://openalex.org/C2780642029","wikidata":"https://www.wikidata.org/wiki/Q726004","display_name":"Oligomer","level":2,"score":0.45217397809028625},{"id":"https://openalex.org/C46051903","wikidata":"https://www.wikidata.org/wiki/Q909339","display_name":"Bathochromic shift","level":3,"score":0.4286736249923706},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.4244520664215088},{"id":"https://openalex.org/C174920882","wikidata":"https://www.wikidata.org/wiki/Q15059785","display_name":"Molecular wire","level":3,"score":0.41323432326316833},{"id":"https://openalex.org/C188027245","wikidata":"https://www.wikidata.org/wiki/Q750446","display_name":"Polymer chemistry","level":1,"score":0.36691445112228394},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.33428674936294556},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.23147273063659668},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.2310573160648346},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.2040279507637024},{"id":"https://openalex.org/C52859227","wikidata":"https://www.wikidata.org/wiki/Q7877","display_name":"Electrochemistry","level":3,"score":0.2024431824684143},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.1092153787612915},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"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/C17525397","wikidata":"https://www.wikidata.org/wiki/Q176140","display_name":"Electrode","level":2,"score":0.0},{"id":"https://openalex.org/C91881484","wikidata":"https://www.wikidata.org/wiki/Q191807","display_name":"Fluorescence","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/ja000752t","doi":"https://doi.org/10.1021/ja000752t","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja000752t","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","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":"Journal of the American Chemical Society","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":66,"referenced_works":["https://openalex.org/W1822415411","https://openalex.org/W1966587772","https://openalex.org/W1969849763","https://openalex.org/W1971619988","https://openalex.org/W1974659074","https://openalex.org/W1975423947","https://openalex.org/W1975532341","https://openalex.org/W1981131359","https://openalex.org/W1984357546","https://openalex.org/W1988824769","https://openalex.org/W1990309193","https://openalex.org/W1993214618","https://openalex.org/W2005267739","https://openalex.org/W2005347975","https://openalex.org/W2008867603","https://openalex.org/W2011874881","https://openalex.org/W2015714899","https://openalex.org/W2016842234","https://openalex.org/W2019271425","https://openalex.org/W2022076660","https://openalex.org/W2022150513","https://openalex.org/W2024267235","https://openalex.org/W2024637602","https://openalex.org/W2026400515","https://openalex.org/W2034651524","https://openalex.org/W2036794525","https://openalex.org/W2038387607","https://openalex.org/W2040763963","https://openalex.org/W2040905486","https://openalex.org/W2045142837","https://openalex.org/W2045725637","https://openalex.org/W2050831902","https://openalex.org/W2054631822","https://openalex.org/W2055441945","https://openalex.org/W2062579339","https://openalex.org/W2065742318","https://openalex.org/W2066467429","https://openalex.org/W2074061082","https://openalex.org/W2074604329","https://openalex.org/W2075566459","https://openalex.org/W2075888866","https://openalex.org/W2081796013","https://openalex.org/W2083925761","https://openalex.org/W2084869815","https://openalex.org/W2086077751","https://openalex.org/W2090044010","https://openalex.org/W2091793609","https://openalex.org/W2093239008","https://openalex.org/W2093438679","https://openalex.org/W2093969549","https://openalex.org/W2094938277","https://openalex.org/W2105202307","https://openalex.org/W2119184235","https://openalex.org/W2121473390","https://openalex.org/W2124339537","https://openalex.org/W2130380709","https://openalex.org/W2133302074","https://openalex.org/W2141008036","https://openalex.org/W2152898446","https://openalex.org/W2168569492","https://openalex.org/W2563406198","https://openalex.org/W2950929783","https://openalex.org/W2951174900","https://openalex.org/W2953046894","https://openalex.org/W2953051511","https://openalex.org/W4229981230"],"related_works":["https://openalex.org/W1973687286","https://openalex.org/W2083925761","https://openalex.org/W2015187886","https://openalex.org/W2067075504","https://openalex.org/W2074604329","https://openalex.org/W2039305681","https://openalex.org/W1983887208","https://openalex.org/W2054444090","https://openalex.org/W2951174900","https://openalex.org/W1968687668"],"abstract_inverted_index":{"Several":[0],"oligothiophenes":[1,112],"with":[2,90,129],"2-mesitylthio":[3],"(MesS)":[4],"substituents":[5],"have":[6,29],"been":[7],"prepared":[8],"and":[9,14,52,60,146,153,162,173],"studied":[10],"by":[11,81,227],"UV\u2212visible":[12],"spectroscopy":[13],"cyclic":[15],"voltammetry.":[16],"These":[17],"compounds":[18],"can":[19],"be":[20],"considered":[21],"as":[22,33],"models":[23],"for":[24,35],"thiol-terminated":[25,240],"conjugated":[26,241],"oligomers,":[27],"which":[28,197],"attracted":[30],"intense":[31],"interest":[32],"materials":[34],"molecular-scale":[36],"electronics.":[37],"Three":[38],"types":[39],"of":[40,71,88,96,123,150,157,218,236],"oligomers":[41,78,98,152,180,242],"were":[42,66,79],"prepared:":[43],"\u03b1,\u03c9-bis(mesitylthio)oligothiophenes":[44],"4":[45],"\u2212":[46,50,55],"7,":[47],"\u03b1,\u03c9-bis(mesitylthio)oligo(3,4-ethylelendioxythiophene)s":[48],"12":[49],"14,":[51],"\u03b1,\u03c9-bis(mesitylthio)oligomers":[53],"15":[54],"19":[56],"containing":[57],"both":[58],"thiophene":[59],"3,4-ethylenedioxythiophene":[61],"rings.":[62],"The":[63,77,92,117,222],"mesitylthio":[64,125],"groups":[65,196],"introduced":[67],"via":[68],"nucleophilic":[69],"attack":[70],"lithiated":[72],"thiophenes":[73],"on":[74],"mesitylenesulfenyl":[75],"chloride.":[76],"assembled":[80],"oxidative":[82],"coupling":[83,87],"or":[84],"palladium-catalyzed":[85],"Stille":[86],"2-stannylthiophenes":[89],"2-bromothiophenes.":[91],"solution":[93],"electronic":[94,223],"spectra":[95],"all":[97],"display":[99],"a":[100,124,219],"red-shift":[101,118],"in":[102,177,201,233,239],"the":[103,114,130,139,144,151,155,158,169,178,193,202,208,213,228,234],"lowest-energy":[104],"transition":[105],"maximum":[106],"(\u03bb":[107],"max":[108],")":[109],"relative":[110,164],"to":[111,165,192,205,216,244],"lacking":[113],"MesS-":[115,229],"group.":[116],"arises":[119],"from":[120],"conjugative":[121],"overlap":[122],"sulfur":[126],"lone":[127],"pair":[128],"oligothiophene":[131],"\u03c0":[132],"system.":[133],"Cyclic":[134],"voltammetry":[135],"studies":[136],"indicate":[137],"that":[138],"MesS":[140,195],"group":[141,230],"significantly":[142],"lowers":[143],"first":[145,172],"second":[147,174,220],"oxidation":[148,175],"potentials":[149,176],"improves":[154],"stability":[156],"incipient":[159],"radical":[160,203],"cations":[161,204],"dications":[163],"alkyl-capped":[166],"oligothiophenes.":[167],"Additionally,":[168],"difference":[170],"between":[171],"MesS-substituted":[179],"is":[181,190],"much":[182],"lower":[183],"than":[184],"known":[185],"alkyl-substituted":[186],"oligomers.":[187],"This":[188],"effect":[189],"due":[191],"terminal":[194],"cause":[198],"charge":[199],"density":[200],"concentrate":[206],"at":[207],"chain":[209],"ends,":[210],"thereby":[211],"lowering":[212],"Coulombic":[214],"barrier":[215],"introduction":[217],"charge.":[221],"structure":[224],"perturbations":[225],"caused":[226],"are":[231],"discussed":[232],"context":[235],"single-molecule":[237],"conduction":[238],"bound":[243],"gold":[245],"electrodes.":[246]},"counts_by_year":[{"year":2026,"cited_by_count":2},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":6},{"year":2016,"cited_by_count":3},{"year":2015,"cited_by_count":5},{"year":2014,"cited_by_count":3},{"year":2013,"cited_by_count":5},{"year":2012,"cited_by_count":2}],"updated_date":"2026-08-21T09:56:20.448147","created_date":"2016-06-24T00:00:00"}
