{"id":"https://openalex.org/W2804084935","doi":"https://doi.org/10.1002/ejoc.201800715","title":"O\u2010Alkylation of 3\u2010Formyl\u2010BINOL and Its Strong Effect on the Fluorescence Recognition of 1,3\u2010Diaminopropane","display_name":"O\u2010Alkylation of 3\u2010Formyl\u2010BINOL and Its Strong Effect on the Fluorescence Recognition of 1,3\u2010Diaminopropane","publication_year":2018,"publication_date":"2018-05-24","ids":{"openalex":"https://openalex.org/W2804084935","doi":"https://doi.org/10.1002/ejoc.201800715","mag":"2804084935"},"language":"en","primary_location":{"id":"doi:10.1002/ejoc.201800715","doi":"https://doi.org/10.1002/ejoc.201800715","is_oa":false,"landing_page_url":"https://doi.org/10.1002/ejoc.201800715","pdf_url":null,"source":{"id":"https://openalex.org/S21317199","display_name":"European Journal of Organic Chemistry","issn_l":"1099-0690","issn":["1099-0690","1434-193X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","ki-jl-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"European Journal of Organic Chemistry","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/A5100338688","display_name":"Ping Wang","orcid":"https://orcid.org/0000-0002-8640-1483","observed_orcids":["https://orcid.org/0000-0002-8640-1483"]},"institutions":[{"id":"https://openalex.org/I3017480383","display_name":"Southwest Medical University","ror":"https://ror.org/00g2rqs52","country_code":"CN","type":"healthcare","lineage":["https://openalex.org/I3017480383"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Ping Wang","raw_affiliation_strings":["Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China","institution_ids":["https://openalex.org/I3017480383"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100335894","display_name":"Li Wang","orcid":"https://orcid.org/0000-0001-9357-6938","observed_orcids":["https://orcid.org/0000-0001-9357-6938","https://orcid.org/0000-0003-3881-3149"]},"institutions":[{"id":"https://openalex.org/I3017480383","display_name":"Southwest Medical University","ror":"https://ror.org/00g2rqs52","country_code":"CN","type":"healthcare","lineage":["https://openalex.org/I3017480383"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Li Wang","raw_affiliation_strings":["Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China","institution_ids":["https://openalex.org/I3017480383"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100673004","display_name":"Shanshan Yu","orcid":"https://orcid.org/0000-0001-7799-2085","observed_orcids":["https://orcid.org/0000-0001-7799-2085"]},"institutions":[{"id":"https://openalex.org/I24185976","display_name":"Sichuan University","ror":"https://ror.org/011ashp19","country_code":"CN","type":"education","lineage":["https://openalex.org/I24185976"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Shanshan Yu","raw_affiliation_strings":["Key Laboratory of Green Chemistry and Technology, Ministry of Education, Sichuan University, 610064 College of Chemistry, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Key Laboratory of Green Chemistry and Technology, Ministry of Education, Sichuan University, 610064 College of Chemistry, China","institution_ids":["https://openalex.org/I24185976"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5078353041","display_name":"Qin Wang","orcid":"https://orcid.org/0000-0001-9852-5347","observed_orcids":["https://orcid.org/0000-0001-9852-5347","https://orcid.org/0009-0008-0276-0317"]},"institutions":[{"id":"https://openalex.org/I3017480383","display_name":"Southwest Medical University","ror":"https://ror.org/00g2rqs52","country_code":"CN","type":"healthcare","lineage":["https://openalex.org/I3017480383"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Qin Wang","raw_affiliation_strings":["Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China","Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000, China"],"raw_orcid":"https://orcid.org/0000-0001-9852-5347","affiliations":[{"raw_affiliation_string":"Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China","institution_ids":["https://openalex.org/I3017480383"]},{"raw_affiliation_string":"Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000, China","institution_ids":["https://openalex.org/I3017480383"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5031341127","display_name":"Lin Pu","orcid":"https://orcid.org/0000-0001-8698-3228","observed_orcids":["https://orcid.org/0000-0001-8698-3228"]},"institutions":[{"id":"https://openalex.org/I3017480383","display_name":"Southwest Medical University","ror":"https://ror.org/00g2rqs52","country_code":"CN","type":"healthcare","lineage":["https://openalex.org/I3017480383"]},{"id":"https://openalex.org/I51556381","display_name":"University of Virginia","ror":"https://ror.org/0153tk833","country_code":"US","type":"education","lineage":["https://openalex.org/I51556381"]}],"countries":["CN","US"],"is_corresponding":true,"raw_author_name":"Lin Pu","raw_affiliation_strings":["Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China","Department of Chemistry, School of Pharmacy, University of Virginia, Charlottesville, 22904-4319 Virginia, USA","Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000, China"],"raw_orcid":"https://orcid.org/0000-0001-8698-3228","affiliations":[{"raw_affiliation_string":"Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, 646000 Luzhou, Sichuan, China","institution_ids":["https://openalex.org/I3017480383"]},{"raw_affiliation_string":"Department of Chemistry, School of Pharmacy, University of Virginia, Charlottesville, 22904-4319 Virginia, USA","institution_ids":["https://openalex.org/I51556381"]},{"raw_affiliation_string":"Center for Pharmaceutical Research and Development, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000, China","institution_ids":["https://openalex.org/I3017480383"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5031341127","https://openalex.org/A5078353041"],"corresponding_institution_ids":["https://openalex.org/I3017480383","https://openalex.org/I51556381"],"apc_list":{"value":4330,"currency":"USD","value_usd":4330},"apc_paid":null,"fwci":0.3065,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.41231897,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":96},"biblio":{"volume":"2018","issue":"36","first_page":"4972","last_page":"4977"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10532","display_name":"Molecular Sensors and Ion Detection","score":0.9970999956130981,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T10532","display_name":"Molecular Sensors and Ion Detection","score":0.9970999956130981,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T11240","display_name":"Luminescence and Fluorescent Materials","score":0.001500000013038516,"subfield":{"id":"https://openalex.org/subfields/2505","display_name":"Materials Chemistry"},"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/T10578","display_name":"Supramolecular Chemistry and Complexes","score":0.0005000000237487257,"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/o-alkylation","display_name":"O-alkylation","score":0.9039999842643738},{"id":"https://openalex.org/keywords/1-3-diaminopropane","display_name":"1,3-diaminopropane","score":0.9430000185966492},{"id":"https://openalex.org/keywords/fluorescent-sensing","display_name":"fluorescence sensing","score":0.7059999704360962},{"id":"https://openalex.org/keywords/intramolecular-hydrogen-bonding","display_name":"intramolecular hydrogen bonding","score":0.8289999961853027},{"id":"https://openalex.org/keywords/hydroxyl-group-position","display_name":"hydroxyl group position","score":0.5460000038146973},{"id":"https://openalex.org/keywords/molecular-probes","display_name":"molecular probes","score":0.38199999928474426},{"id":"https://openalex.org/keywords/fluorescence-enhancement","display_name":"fluorescence enhancement","score":0.3919999897480011}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9494785666465759},{"id":"https://openalex.org/C164361826","wikidata":"https://www.wikidata.org/wiki/Q177604","display_name":"Alkylation","level":3,"score":0.8658925294876099},{"id":"https://openalex.org/C2779825165","wikidata":"https://www.wikidata.org/wiki/Q101497","display_name":"Aldehyde","level":3,"score":0.813268780708313},{"id":"https://openalex.org/C91881484","wikidata":"https://www.wikidata.org/wiki/Q191807","display_name":"Fluorescence","level":2,"score":0.6837254166603088},{"id":"https://openalex.org/C2776573223","wikidata":"https://www.wikidata.org/wiki/Q408057","display_name":"Imine","level":3,"score":0.5953457355499268},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.5544089674949646},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.4837939441204071},{"id":"https://openalex.org/C103319777","wikidata":"https://www.wikidata.org/wiki/Q1979695","display_name":"Proton NMR","level":2,"score":0.4599228799343109},{"id":"https://openalex.org/C2780871995","wikidata":"https://www.wikidata.org/wiki/Q2500485","display_name":"Diamine","level":2,"score":0.41887542605400085},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3903895914554596},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3180026412010193},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2944982349872589},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.08364880084991455},{"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":1,"locations":[{"id":"doi:10.1002/ejoc.201800715","doi":"https://doi.org/10.1002/ejoc.201800715","is_oa":false,"landing_page_url":"https://doi.org/10.1002/ejoc.201800715","pdf_url":null,"source":{"id":"https://openalex.org/S21317199","display_name":"European Journal of Organic Chemistry","issn_l":"1099-0690","issn":["1099-0690","1434-193X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","ki-jl-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"European Journal of Organic Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"},{"id":"https://openalex.org/F4320322970","display_name":"Education Department of Sichuan Province","ror":"https://ror.org/05s1c4z27"},{"id":"https://openalex.org/F4320322990","display_name":"Sichuan University","ror":"https://ror.org/011ashp19"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":24,"referenced_works":["https://openalex.org/W1000930439","https://openalex.org/W1969977924","https://openalex.org/W1981703555","https://openalex.org/W1994530258","https://openalex.org/W1999878902","https://openalex.org/W2007849368","https://openalex.org/W2018378143","https://openalex.org/W2040130388","https://openalex.org/W2071051860","https://openalex.org/W2076093959","https://openalex.org/W2091986958","https://openalex.org/W2098562913","https://openalex.org/W2108900867","https://openalex.org/W2117384307","https://openalex.org/W2118584589","https://openalex.org/W2122472334","https://openalex.org/W2123610090","https://openalex.org/W2164356526","https://openalex.org/W2215472009","https://openalex.org/W2312676784","https://openalex.org/W2741481537","https://openalex.org/W2766540207","https://openalex.org/W2783683316","https://openalex.org/W3005233939"],"related_works":["https://openalex.org/W2741481537","https://openalex.org/W2736290547","https://openalex.org/W2299187578","https://openalex.org/W3159638961","https://openalex.org/W2783683316","https://openalex.org/W2523255592","https://openalex.org/W2312676784","https://openalex.org/W2461524898","https://openalex.org/W4415928692","https://openalex.org/W2070275561"],"abstract_inverted_index":{"Systematic":[0],"alkylation":[1],"of":[2,6,26,128],"the":[3,22,30,51,56,60,98,103,121,126],"hydroxyl":[4,33,52,99],"groups":[5,153],"3\u2010formyl\u20101,1\u2032\u2010bi\u20102\u2010naphthol":[7],"(3\u2010formyl\u2010BINOL)":[8],"has":[9,43,86],"been":[10,44],"conducted":[11],"to":[12,55,102,159,163],"generate":[13],"four":[14],"BINOL\u2010based":[15],"aldehydes":[16],"2\u20135.":[17],"These":[18],"compounds":[19,62],"differ":[20],"in":[21],"number":[23],"and":[24,41,64,90,113,130,142,149],"position":[25],"ethyl":[27],"group":[28,53,89,100],"at":[29,97],"two":[31],"BINOL":[32],"groups.":[34],"Their":[35],"fluorescence":[36,80,109],"response":[37],"toward":[38],"various":[39],"amines":[40],"diamines":[42],"studied.":[45],"It":[46],"is":[47,58,94,118],"found":[48],"that":[49,85,93,120],"when":[50],"ortho":[54],"aldehyde":[57,104],"alkylated,":[59],"resulting":[61],"3":[63,148],"4":[65,150],"become":[66],"highly":[67],"selective":[68],"molecular":[69],"probes":[70],"for":[71],"1,3\u2010diaminopropane":[72],"(DAP),":[73],"a":[74],"biologically":[75],"significant":[76],"diamine,":[77],"with":[78,132,157],"large":[79,108],"enhancement.":[81,110],"However,":[82],"compound":[83,91],"2":[84,129],"no":[87],"O\u2010alkyl":[88],"5":[92,131],"only":[95,144],"alkylated":[96,155],"distal":[101],"do":[105],"not":[106],"show":[107],"Through":[111],"NMR":[112],"mass":[114],"spectroscopic":[115],"analyses,":[116],"it":[117],"revealed":[119],"imine":[122],"products":[123],"formed":[124],"from":[125],"reactions":[127],"DAP":[133,158],"can":[134],"be":[135],"stabilized":[136],"by":[137],"an":[138],"intramolecular":[139],"bonding":[140],"interaction":[141],"give":[143,164],"weak":[145],"fluorescence.":[146,167],"Compounds":[147],"whose":[151],"ortho\u2010hydroxyl":[152],"are":[154],"react":[156],"form":[160],"cyclic":[161],"aminals":[162],"greatly":[165],"enhanced":[166]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":1},{"year":2020,"cited_by_count":2},{"year":2019,"cited_by_count":1}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2018-06-01T00:00:00"}
