{"id":"https://openalex.org/W7225119389","doi":"https://doi.org/10.26434/chemrxiv.15011498/v1","title":"Intermeshed Diphenylacetylenes with Axial Rotation Restricted by Intramolecular Donor\u2013Acceptor Interactions","display_name":"Intermeshed Diphenylacetylenes with Axial Rotation Restricted by Intramolecular Donor\u2013Acceptor Interactions","publication_year":2026,"publication_date":"2026-11-02","ids":{"openalex":"https://openalex.org/W7225119389","doi":"https://doi.org/10.26434/chemrxiv.15011498/v1"},"language":"en","primary_location":{"id":"doi:10.26434/chemrxiv.15011498/v1","doi":"https://doi.org/10.26434/chemrxiv.15011498/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15011498/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15011498/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"volume":null,"type":"preprint","indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15011498/v1","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5160345658","display_name":"Momoka Niitsuma","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Momoka Niitsuma","raw_affiliation_strings":["Department of Organic Materials Science"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Organic Materials Science","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5014377661","display_name":"Mizuki Motoyama","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Mizuki Motoyama","raw_affiliation_strings":["Department of Organic Materials Science"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Organic Materials Science","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5087207343","display_name":"Kei Mizuguchi","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Kei Mizuguchi","raw_affiliation_strings":["Department of Organic Materials Science"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Organic Materials Science","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5033340449","display_name":"Shuji Okada","orcid":"https://orcid.org/0000-0001-9519-6648","observed_orcids":["https://orcid.org/0000-0001-9519-6648"]},"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":"Shuji Okada","raw_affiliation_strings":["Graduate School of Organic Materials Science , Yamagata University 4-3-16 , Jonan , Yonezawa , Yamagata 992-8510 , Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate School of Organic Materials Science , 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/A5022080176","display_name":"Ryohei Yamakado","orcid":"https://orcid.org/0000-0003-4085-9226","observed_orcids":["https://orcid.org/0000-0003-4085-9226"]},"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":"Ryohei Yamakado","raw_affiliation_strings":["Graduate School of Organic Materials Science , Yamagata University 4-3-16 , Jonan , Yonezawa , Yamagata 992-8510 , Japan"],"raw_orcid":"https://orcid.org/0000-0003-4085-9226","affiliations":[{"raw_affiliation_string":"Graduate School of Organic Materials Science , Yamagata University 4-3-16 , Jonan , Yonezawa , Yamagata 992-8510 , Japan","institution_ids":["https://openalex.org/I112524849"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":null,"has_fulltext":true,"cited_by_count":0,"citation_normalized_percentile":null,"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":null,"first_page":null,"last_page":null},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.4997999966144562,"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/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.4997999966144562,"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":0.41749998927116394,"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/T10578","display_name":"Supramolecular Chemistry and Complexes","score":0.03819999843835831,"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/diphenylacetylene","display_name":"diphenylacetylene","score":0.8519999980926514},{"id":"https://openalex.org/keywords/twist-conformation","display_name":"twisted conformation","score":0.49000000953674316},{"id":"https://openalex.org/keywords/intramolecular-charge-transfer","display_name":"intramolecular charge transfer","score":0.906000018119812},{"id":"https://openalex.org/keywords/camphorsulfonic-acid","display_name":"camphorsulfonic acid","score":0.8339999914169312},{"id":"https://openalex.org/keywords/acid-base-interactions","display_name":"acid-base interactions","score":0.7799999713897705},{"id":"https://openalex.org/keywords/circular-dichroism","display_name":"circular dichroism","score":0.8450000286102295}],"concepts":[{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.8427000045776367},{"id":"https://openalex.org/C89025888","wikidata":"https://www.wikidata.org/wiki/Q911907","display_name":"Dihedral angle","level":4,"score":0.8174999952316284},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.6687999963760376},{"id":"https://openalex.org/C138211643","wikidata":"https://www.wikidata.org/wiki/Q675211","display_name":"Bent molecular geometry","level":2,"score":0.6237000226974487},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.6051999926567078},{"id":"https://openalex.org/C2781019423","wikidata":"https://www.wikidata.org/wiki/Q902100","display_name":"Diphenylacetylene","level":3,"score":0.566100001335144},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.46129998564720154},{"id":"https://openalex.org/C201194858","wikidata":"https://www.wikidata.org/wiki/Q898238","display_name":"Steric effects","level":2,"score":0.39879998564720154},{"id":"https://openalex.org/C41999313","wikidata":"https://www.wikidata.org/wiki/Q489328","display_name":"Molecular physics","level":1,"score":0.38359999656677246},{"id":"https://openalex.org/C4839761","wikidata":"https://www.wikidata.org/wiki/Q212111","display_name":"Spectral line","level":2,"score":0.3580999970436096},{"id":"https://openalex.org/C152365726","wikidata":"https://www.wikidata.org/wiki/Q1048589","display_name":"Density functional theory","level":2,"score":0.35179999470710754},{"id":"https://openalex.org/C74050887","wikidata":"https://www.wikidata.org/wiki/Q848368","display_name":"Rotation (mathematics)","level":2,"score":0.3463999927043915},{"id":"https://openalex.org/C133571119","wikidata":"https://www.wikidata.org/wiki/Q899102","display_name":"Circular dichroism","level":2,"score":0.320499986410141},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.2953999936580658},{"id":"https://openalex.org/C112887158","wikidata":"https://www.wikidata.org/wiki/Q169324","display_name":"Hydrogen bond","level":3,"score":0.29269999265670776},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.2921000123023987},{"id":"https://openalex.org/C180577832","wikidata":"https://www.wikidata.org/wiki/Q127920","display_name":"Covalent bond","level":2,"score":0.28679999709129333},{"id":"https://openalex.org/C139210041","wikidata":"https://www.wikidata.org/wiki/Q2145840","display_name":"Resonance (particle physics)","level":2,"score":0.27309998869895935},{"id":"https://openalex.org/C2779892579","wikidata":"https://www.wikidata.org/wiki/Q912138","display_name":"Acceptor","level":2,"score":0.27309998869895935},{"id":"https://openalex.org/C18705241","wikidata":"https://www.wikidata.org/wiki/Q1128023","display_name":"Conformational isomerism","level":3,"score":0.26910001039505005},{"id":"https://openalex.org/C140463767","wikidata":"https://www.wikidata.org/wiki/Q4391036","display_name":"J-coupling","level":3,"score":0.2558000087738037}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.26434/chemrxiv.15011498/v1","doi":"https://doi.org/10.26434/chemrxiv.15011498/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15011498/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15011498/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"}],"best_oa_location":{"id":"doi:10.26434/chemrxiv.15011498/v1","doi":"https://doi.org/10.26434/chemrxiv.15011498/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15011498/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15011498/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320326736","display_name":"Izumi Science and Technology Foundation","ror":"https://ror.org/05cjrrq55"},{"id":"https://openalex.org/F4320334764","display_name":"Japan Society for the Promotion of Science","ror":"https://ror.org/00hhkn466"}],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W7225119389.pdf","grobid_xml":"https://content.openalex.org/works/W7225119389.grobid-xml"},"referenced_works_count":22,"referenced_works":["https://openalex.org/W1966541305","https://openalex.org/W1979121397","https://openalex.org/W1995042715","https://openalex.org/W1999696019","https://openalex.org/W2031710682","https://openalex.org/W2038083805","https://openalex.org/W2044999675","https://openalex.org/W2050378309","https://openalex.org/W2050497226","https://openalex.org/W2050686463","https://openalex.org/W2054470862","https://openalex.org/W2059205366","https://openalex.org/W2059871451","https://openalex.org/W2072319427","https://openalex.org/W2079899246","https://openalex.org/W2085720644","https://openalex.org/W2088118651","https://openalex.org/W2125730500","https://openalex.org/W2132454074","https://openalex.org/W2151826672","https://openalex.org/W2320787696","https://openalex.org/W2578002853"],"related_works":["https://openalex.org/W2593148798","https://openalex.org/W1667802913","https://openalex.org/W2150318530","https://openalex.org/W3192644925","https://openalex.org/W1967981758","https://openalex.org/W2125730500","https://openalex.org/W2019955841","https://openalex.org/W2026217114","https://openalex.org/W2606382907","https://openalex.org/W2075900237"],"abstract_inverted_index":{"Diphenylacetylene":[0],"(DPA)":[1],"rotates":[2],"almost":[3],"freely":[4],"around":[5],"the":[6,45,63,100,113,135],"acetylene":[7],"axis":[8],"with":[9,38,57,78,129],"rotation":[10,107],"mainly":[11],"restricted":[12,109],"by":[13],"steric":[14],"repulsion":[15],"or":[16,131],"covalent":[17],"tethers.":[18],"We":[19],"report":[20],"intermeshed":[21],"diphenylacetylenes,":[22],"in":[23,85,104],"which":[24],"bent":[25],"\u03c0-conjugated":[26],"units":[27],"attached":[28],"to":[29,36,94],"DPA":[30],"termini":[31],"cause":[32],"two":[33],"donor\u2013acceptor":[34],"pairs":[35],"overlap":[37],"each":[39],"other":[40],"on":[41],"opposite":[42],"sides":[43],"of":[44],"axis.":[46],"Density":[47],"functional":[48],"theory":[49],"calculations":[50],"showed":[51],"that":[52,99],"a":[53,58,120],"twisted,":[54],"stacked":[55,101],"conformation":[56,102],"36\u201340\u00b0":[59],"dihedral":[60],"angle":[61],"was":[62,108],"most":[64],"stable":[65],"for":[66],"all":[67],"four":[68],"molecules.":[69],"The":[70],"estimated":[71],"P/M":[72,136],"interconversion":[73],"barriers":[74],"(12.8\u201321.4":[75],"kcal/mol)":[76],"increased":[77],"donor":[79],"and":[80,89,138],"acceptor":[81],"strength.":[82],"Upfield":[83],"shifts":[84],"1H":[86],"NMR":[87],"spectra":[88],"long-wavelength":[90],"absorption":[91],"bands":[92],"assigned":[93],"intramolecular":[95],"charge-transfer":[96],"transitions":[97],"indicated":[98],"predominated":[103],"solution.":[105],"Because":[106],"rather":[110],"than":[111],"fixed,":[112],"molecules":[114],"exhibited":[115],"dynamic":[116],"axial":[117],"chirality.":[118],"In":[119],"derivative":[121],"bearing":[122],"pyridyl":[123],"groups":[124],"as":[125],"acceptors,":[126],"acid\u2013base":[127],"interaction":[128],"(+)-":[130],"(\u2013)-camphorsulfonic":[132],"acid":[133],"biased":[134],"equilibrium":[137],"gave":[139],"mirror-image":[140],"induced":[141],"circular":[142],"dichroism":[143],"spectra.":[144]},"counts_by_year":[],"updated_date":"2026-11-05T12:25:35.769452","created_date":"2026-11-03T00:00:00"}