{"id":"https://openalex.org/W2143884717","doi":"https://doi.org/10.1002/(sici)1096-987x(199602)17:3<298::aid-jcc4>3.0.co;2-q","title":"Anab initio study of heterodienophiles addition to 2,3-diaza-1,3-butadiene: An example of endo-lone-pair effect on the reaction energy barrier","display_name":"Anab initio study of heterodienophiles addition to 2,3-diaza-1,3-butadiene: An example of endo-lone-pair effect on the reaction energy barrier","publication_year":1996,"publication_date":"1996-02-01","ids":{"openalex":"https://openalex.org/W2143884717","doi":"https://doi.org/10.1002/(sici)1096-987x(199602)17:3<298::aid-jcc4>3.0.co;2-q","mag":"2143884717"},"language":"en","primary_location":{"id":"doi:10.1002/(sici)1096-987x(199602)17:3<298::aid-jcc4>3.0.co;2-q","is_oa":false,"landing_page_url":"https://doi.org/10.1002/(sici)1096-987x(199602)17:3<298::aid-jcc4>3.0.co;2-q","pdf_url":null,"source":{"id":"https://openalex.org/S21117631","display_name":"Journal of Computational Chemistry","issn_l":"0192-8651","issn":["0192-8651","1096-987X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"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":"Journal of Computational Chemistry","raw_type":"journal-article"},"type":"article","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/A5110055173","display_name":"Branko S. Jursic","orcid":null},"institutions":[{"id":"https://openalex.org/I192396691","display_name":"University of New Orleans","ror":"https://ror.org/034mtvk83","country_code":"US","type":"education","lineage":["https://openalex.org/I192396691","https://openalex.org/I2799628689"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Branko S. Jursic","raw_affiliation_strings":["Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","Department of Chemistry University of New Orleans, New Orleans, Louisiana 70148"],"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]},{"raw_affiliation_string":"Department of Chemistry University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5053380704","display_name":"\u0417\u043e\u0440\u0430\u043d \u0417\u0434\u0440\u0430\u0432\u043a\u043e\u0432\u0441\u043a\u0438","orcid":"https://orcid.org/0000-0002-3644-8996"},"institutions":[{"id":"https://openalex.org/I192396691","display_name":"University of New Orleans","ror":"https://ror.org/034mtvk83","country_code":"US","type":"education","lineage":["https://openalex.org/I192396691","https://openalex.org/I2799628689"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Zoran Zdravkovski","raw_affiliation_strings":["Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","Department of Chemistry University of New Orleans, New Orleans, Louisiana 70148"],"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]},{"raw_affiliation_string":"Department of Chemistry University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5110055173"],"corresponding_institution_ids":["https://openalex.org/I192396691"],"apc_list":{"value":4840,"currency":"USD","value_usd":4840},"apc_paid":null,"fwci":1.0264,"has_fulltext":false,"cited_by_count":8,"citation_normalized_percentile":{"value":0.75908023,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"17","issue":"3","first_page":"298","last_page":"305"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10002","display_name":"Advanced Chemical Physics Studies","score":0.9988999962806702,"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"}},"topics":[{"id":"https://openalex.org/T10002","display_name":"Advanced Chemical Physics Studies","score":0.9988999962806702,"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"}},{"id":"https://openalex.org/T12893","display_name":"Organic Chemistry Cycloaddition Reactions","score":0.9983000159263611,"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/T12191","display_name":"Chemical Reaction Mechanisms","score":0.9973999857902527,"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/lone-pair","display_name":"Lone pair","score":0.8490138053894043},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.7926278114318848},{"id":"https://openalex.org/keywords/ab-initio","display_name":"Ab initio","score":0.6925278306007385},{"id":"https://openalex.org/keywords/transition-state","display_name":"Transition state","score":0.5461665987968445},{"id":"https://openalex.org/keywords/computational-chemistry","display_name":"Computational chemistry","score":0.545027494430542},{"id":"https://openalex.org/keywords/heteroatom","display_name":"Heteroatom","score":0.512633740901947},{"id":"https://openalex.org/keywords/activation-barrier","display_name":"Activation barrier","score":0.4570981562137604},{"id":"https://openalex.org/keywords/ab-initio-quantum-chemistry-methods","display_name":"Ab initio quantum chemistry methods","score":0.4428701400756836},{"id":"https://openalex.org/keywords/hydrogen-bond","display_name":"Hydrogen bond","score":0.41441068053245544},{"id":"https://openalex.org/keywords/crystallography","display_name":"Crystallography","score":0.40690940618515015},{"id":"https://openalex.org/keywords/molecule","display_name":"Molecule","score":0.2608729600906372},{"id":"https://openalex.org/keywords/ring","display_name":"Ring (chemistry)","score":0.21921345591545105},{"id":"https://openalex.org/keywords/density-functional-theory","display_name":"Density functional theory","score":0.10851934552192688},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.10124519467353821},{"id":"https://openalex.org/keywords/catalysis","display_name":"Catalysis","score":0.09388110041618347}],"concepts":[{"id":"https://openalex.org/C46000676","wikidata":"https://www.wikidata.org/wiki/Q804644","display_name":"Lone pair","level":3,"score":0.8490138053894043},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7926278114318848},{"id":"https://openalex.org/C2781442258","wikidata":"https://www.wikidata.org/wiki/Q46310","display_name":"Ab initio","level":2,"score":0.6925278306007385},{"id":"https://openalex.org/C89031862","wikidata":"https://www.wikidata.org/wiki/Q906964","display_name":"Transition state","level":3,"score":0.5461665987968445},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.545027494430542},{"id":"https://openalex.org/C20950531","wikidata":"https://www.wikidata.org/wiki/Q161940","display_name":"Heteroatom","level":3,"score":0.512633740901947},{"id":"https://openalex.org/C2994539084","wikidata":"https://www.wikidata.org/wiki/Q190474","display_name":"Activation barrier","level":3,"score":0.4570981562137604},{"id":"https://openalex.org/C183971685","wikidata":"https://www.wikidata.org/wiki/Q547605","display_name":"Ab initio quantum chemistry methods","level":3,"score":0.4428701400756836},{"id":"https://openalex.org/C112887158","wikidata":"https://www.wikidata.org/wiki/Q169324","display_name":"Hydrogen bond","level":3,"score":0.41441068053245544},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.40690940618515015},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.2608729600906372},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.21921345591545105},{"id":"https://openalex.org/C152365726","wikidata":"https://www.wikidata.org/wiki/Q1048589","display_name":"Density functional theory","level":2,"score":0.10851934552192688},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.10124519467353821},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.09388110041618347}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/(sici)1096-987x(199602)17:3<298::aid-jcc4>3.0.co;2-q","is_oa":false,"landing_page_url":"https://doi.org/10.1002/(sici)1096-987x(199602)17:3<298::aid-jcc4>3.0.co;2-q","pdf_url":null,"source":{"id":"https://openalex.org/S21117631","display_name":"Journal of Computational Chemistry","issn_l":"0192-8651","issn":["0192-8651","1096-987X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"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":"Journal of Computational Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.8999999761581421,"id":"https://metadata.un.org/sdg/7","display_name":"Affordable and clean energy"}],"awards":[],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":78,"referenced_works":["https://openalex.org/W617182996","https://openalex.org/W1965407628","https://openalex.org/W1968415407","https://openalex.org/W1971292001","https://openalex.org/W1975187836","https://openalex.org/W1977664226","https://openalex.org/W1979289155","https://openalex.org/W1981701786","https://openalex.org/W1987997002","https://openalex.org/W1989766912","https://openalex.org/W1993732528","https://openalex.org/W1997340274","https://openalex.org/W1998165343","https://openalex.org/W2001156518","https://openalex.org/W2004347383","https://openalex.org/W2012343711","https://openalex.org/W2014317386","https://openalex.org/W2017020680","https://openalex.org/W2017758076","https://openalex.org/W2019805635","https://openalex.org/W2021628585","https://openalex.org/W2023329300","https://openalex.org/W2023664963","https://openalex.org/W2027835841","https://openalex.org/W2029793661","https://openalex.org/W2030193717","https://openalex.org/W2032604790","https://openalex.org/W2033990154","https://openalex.org/W2034508904","https://openalex.org/W2034540225","https://openalex.org/W2034999136","https://openalex.org/W2036621951","https://openalex.org/W2038837027","https://openalex.org/W2039144461","https://openalex.org/W2039948490","https://openalex.org/W2041792275","https://openalex.org/W2043254020","https://openalex.org/W2046412723","https://openalex.org/W2047605393","https://openalex.org/W2051121046","https://openalex.org/W2051968588","https://openalex.org/W2052378293","https://openalex.org/W2059301622","https://openalex.org/W2059855490","https://openalex.org/W2060984786","https://openalex.org/W2061856792","https://openalex.org/W2062228250","https://openalex.org/W2067974047","https://openalex.org/W2070657772","https://openalex.org/W2070738246","https://openalex.org/W2074565076","https://openalex.org/W2075662351","https://openalex.org/W2077973224","https://openalex.org/W2078302795","https://openalex.org/W2079114341","https://openalex.org/W2079473982","https://openalex.org/W2081517259","https://openalex.org/W2089989262","https://openalex.org/W2093734407","https://openalex.org/W2094642658","https://openalex.org/W2095040040","https://openalex.org/W2095184087","https://openalex.org/W2103752078","https://openalex.org/W2104247801","https://openalex.org/W2111485304","https://openalex.org/W2114463368","https://openalex.org/W2148087018","https://openalex.org/W2160263170","https://openalex.org/W2916359809","https://openalex.org/W2950189546","https://openalex.org/W2950253187","https://openalex.org/W2951181109","https://openalex.org/W2951655311","https://openalex.org/W2951995354","https://openalex.org/W3004465863","https://openalex.org/W4236500424","https://openalex.org/W4238366041","https://openalex.org/W4300631798"],"related_works":["https://openalex.org/W2745328504","https://openalex.org/W2382084463","https://openalex.org/W2033770830","https://openalex.org/W2143884717","https://openalex.org/W2736178248","https://openalex.org/W1858328935","https://openalex.org/W1988080311","https://openalex.org/W2074083847","https://openalex.org/W4238357486","https://openalex.org/W2754523037"],"abstract_inverted_index":{"Transition":[0],"states":[1],"for":[2,53,74,136],"the":[3,31,40,43,50,54,69,75,90,93,113,122,128,141,150,155,168],"Diels-Alder":[4],"reactions":[5,56,138],"of":[6,30,42,64],"2,3-diaza-1,3-butadiene":[7],"with":[8,92],"ethylene,":[9],"formaldehyde,":[10],"formaldimine,":[11],"cis-":[12],"and":[13,16,115,124],"trans-":[14],"diazene,":[15],"nitrosyl":[17],"hydride":[18],"were":[19],"located":[20],"by":[21,112,173],"ab":[22],"initio":[23,46],"molecular":[24],"orbital":[25],"calculations.":[26],"The":[27,60,132],"bond":[28],"orders":[29],"new":[32],"forming":[33],"bonds":[34],"have":[35,102,144],"been":[36],"used":[37],"to":[38,78,101],"determine":[39],"asynchronicity":[41],"reactions.":[44],"Ab":[45],"calculations":[47],"show":[48],"that":[49],"energy":[51,62],"barrier":[52,63,133,151],"hetero-Diels-Alder":[55],"is":[57,134,152],"relatively":[58],"high.":[59],"highest":[61],"34.76":[65],"kcal/mol":[66],"calculated":[67],"at":[68],"MP4/6-31G*//MP2/6-31G*":[70],"level":[71],"was":[72,99],"found":[73],"exo-cis-diazene":[76],"addition":[77],"2,3-diaza-1,3-butadiene.":[79],"In":[80],"all":[81],"cases,":[82],"when":[83,154,162],"two":[84],"diastereomeric":[85],"transition":[86,130,142,169],"structures":[87],"are":[88,158,164],"possible,":[89],"one":[91],"endo":[94,159],"hydrogen,":[95],"exo":[96,165],"lone":[97,146,156],"pair":[98,118],"predicted":[100],"a":[103],"lower":[104],"activation":[105],"barrier.":[106],"This":[107],"behavior":[108],"can":[109],"be":[110],"explained":[111],"n-\u03c0":[114],"n-n":[116],"loan":[117],"repulsion":[119],"interaction":[120],"between":[121],"dienophile":[123],"diene":[125],"heteroatoms":[126],"in":[127,140,167],"corresponding":[129],"state.":[131,170],"higher":[135,153],"those":[137],"which":[139],"state":[143],"more":[145],"electron":[147],"pairs.":[148],"Also,":[149],"pairs":[157],"oriented":[160,166],"than":[161],"they":[163],"\u00a9":[171],"1996":[172],"John":[174],"Wiley":[175],"&":[176],"Sons,":[177],"Inc.":[178]},"counts_by_year":[],"updated_date":"2025-11-06T03:46:38.306776","created_date":"2025-10-10T00:00:00"}