{"id":"https://openalex.org/W1995960993","doi":"https://doi.org/10.1002/cber.19851180807","title":"Synthesis, Thermolysis, and Photolysis of the Azoalkanes Spiro[4,5\u2010diazatricyclo[4.3.0.03,7]non\u20104\u2010ene\u20108,2\u2032\u2010[1.3]dioxolane] and 4,5\u2010Diazatricyclo[4.3.0.03,7]non\u20104\u2010en\u20108\u2010one: On the Mechanism of the Oxadi\u2010\u03c0\u2010methane Rearrangement of 5\u2010Norbornen\u20102\u2010one","display_name":"Synthesis, Thermolysis, and Photolysis of the Azoalkanes Spiro[4,5\u2010diazatricyclo[4.3.0.03,7]non\u20104\u2010ene\u20108,2\u2032\u2010[1.3]dioxolane] and 4,5\u2010Diazatricyclo[4.3.0.03,7]non\u20104\u2010en\u20108\u2010one: On the Mechanism of the Oxadi\u2010\u03c0\u2010methane Rearrangement of 5\u2010Norbornen\u20102\u2010one","publication_year":1985,"publication_date":"1985-08-01","ids":{"openalex":"https://openalex.org/W1995960993","doi":"https://doi.org/10.1002/cber.19851180807","mag":"1995960993"},"language":"en","primary_location":{"id":"doi:10.1002/cber.19851180807","doi":"https://doi.org/10.1002/cber.19851180807","is_oa":false,"landing_page_url":"https://doi.org/10.1002/cber.19851180807","pdf_url":null,"source":{"id":"https://openalex.org/S4210215837","display_name":"Chemische Berichte","issn_l":"0009-2940","issn":["0009-2940"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"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":"Chemische Berichte","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/A5109077182","display_name":"Waldemar Adam","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":true,"raw_author_name":"Waldemar Adam","raw_affiliation_strings":["Institut fu\u0308r Organische Chemie, Universita\u0308t Wu\u0308rzburg, Am Hubland, D-8700 Wu\u0308rzburg, West Germany","Institut f\u00fcr Organische Chemie, Universit\u00e4t W\u00fcrzburg, Am Hubland, D\u20108700 W\u00fcrzburg, West Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institut fu\u0308r Organische Chemie, Universita\u0308t Wu\u0308rzburg, Am Hubland, D-8700 Wu\u0308rzburg, West Germany","institution_ids":["https://openalex.org/I25974101"]},{"raw_affiliation_string":"Institut f\u00fcr Organische Chemie, Universit\u00e4t W\u00fcrzburg, Am Hubland, D\u20108700 W\u00fcrzburg, West Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5054270405","display_name":"Ottorino De Lucchi","orcid":"https://orcid.org/0000-0002-0697-8005","observed_orcids":["https://orcid.org/0000-0002-0697-8005"]},"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":"Ottorino De Lucchi","raw_affiliation_strings":["Institut fu\u0308r Organische Chemie, Universita\u0308t Wu\u0308rzburg, Am Hubland, D-8700 Wu\u0308rzburg, West Germany","Institut f\u00fcr Organische Chemie, Universit\u00e4t W\u00fcrzburg, Am Hubland, D\u20108700 W\u00fcrzburg, West Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institut fu\u0308r Organische Chemie, Universita\u0308t Wu\u0308rzburg, Am Hubland, D-8700 Wu\u0308rzburg, West Germany","institution_ids":["https://openalex.org/I25974101"]},{"raw_affiliation_string":"Institut f\u00fcr Organische Chemie, Universit\u00e4t W\u00fcrzburg, Am Hubland, D\u20108700 W\u00fcrzburg, West Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5113718068","display_name":"Karlheinz Hill","orcid":"https://orcid.org/0000-0002-8504-2677","observed_orcids":["https://orcid.org/0000-0002-8504-2677"]},"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":"Karlheinz Hill","raw_affiliation_strings":["Dissertation, University of Wu\u0308rzburg, July 1984","Institut fu\u0308r Organische Chemie, Universita\u0308t Wu\u0308rzburg, Am Hubland, D-8700 Wu\u0308rzburg, West Germany","Institut f\u00fcr Organische Chemie, Universit\u00e4t W\u00fcrzburg, Am Hubland, D\u20108700 W\u00fcrzburg, West Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dissertation, University of Wu\u0308rzburg, July 1984","institution_ids":["https://openalex.org/I25974101"]},{"raw_affiliation_string":"Institut fu\u0308r Organische Chemie, Universita\u0308t Wu\u0308rzburg, Am Hubland, D-8700 Wu\u0308rzburg, West Germany","institution_ids":["https://openalex.org/I25974101"]},{"raw_affiliation_string":"Institut f\u00fcr Organische Chemie, Universit\u00e4t W\u00fcrzburg, Am Hubland, D\u20108700 W\u00fcrzburg, West Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5069189615","display_name":"E.\u2010M. Peters","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088365","display_name":"Max Planck Institute for Solid State Research","ror":"https://ror.org/005bk2339","country_code":"DE","type":"facility","lineage":["https://openalex.org/I149899117","https://openalex.org/I4210088365"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Eva\u2010Maria Peters","raw_affiliation_strings":["Max-Planck-Institut fu\u0308r Festko\u0308rperforschung, Heisenbergstr. 1, D-7000 Stuttgart 80, West Germany","Max\u2010Planck\u2010Institut f\u00fcr Festk\u00f6rperforschung, Heisenbergstr. 1, D\u20107000 Stuttgart 80, West Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Max-Planck-Institut fu\u0308r Festko\u0308rperforschung, Heisenbergstr. 1, D-7000 Stuttgart 80, West Germany","institution_ids":["https://openalex.org/I4210088365"]},{"raw_affiliation_string":"Max\u2010Planck\u2010Institut f\u00fcr Festk\u00f6rperforschung, Heisenbergstr. 1, D\u20107000 Stuttgart 80, West Germany","institution_ids":["https://openalex.org/I4210088365"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5109189230","display_name":"Karl Peters","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088365","display_name":"Max Planck Institute for Solid State Research","ror":"https://ror.org/005bk2339","country_code":"DE","type":"facility","lineage":["https://openalex.org/I149899117","https://openalex.org/I4210088365"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Karl Peters","raw_affiliation_strings":["Max-Planck-Institut fu\u0308r Festko\u0308rperforschung, Heisenbergstr. 1, D-7000 Stuttgart 80, West Germany","Max\u2010Planck\u2010Institut f\u00fcr Festk\u00f6rperforschung, Heisenbergstr. 1, D\u20107000 Stuttgart 80, West Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Max-Planck-Institut fu\u0308r Festko\u0308rperforschung, Heisenbergstr. 1, D-7000 Stuttgart 80, West Germany","institution_ids":["https://openalex.org/I4210088365"]},{"raw_affiliation_string":"Max\u2010Planck\u2010Institut f\u00fcr Festk\u00f6rperforschung, Heisenbergstr. 1, D\u20107000 Stuttgart 80, West Germany","institution_ids":["https://openalex.org/I4210088365"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5113622927","display_name":"Hans Georg\u0300 von Schnering","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088365","display_name":"Max Planck Institute for Solid State Research","ror":"https://ror.org/005bk2339","country_code":"DE","type":"facility","lineage":["https://openalex.org/I149899117","https://openalex.org/I4210088365"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Hans Georg von Schnering","raw_affiliation_strings":["Max-Planck-Institut fu\u0308r Festko\u0308rperforschung, Heisenbergstr. 1, D-7000 Stuttgart 80, West Germany","Max\u2010Planck\u2010Institut f\u00fcr Festk\u00f6rperforschung, Heisenbergstr. 1, D\u20107000 Stuttgart 80, West Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Max-Planck-Institut fu\u0308r Festko\u0308rperforschung, Heisenbergstr. 1, D-7000 Stuttgart 80, West Germany","institution_ids":["https://openalex.org/I4210088365"]},{"raw_affiliation_string":"Max\u2010Planck\u2010Institut f\u00fcr Festk\u00f6rperforschung, Heisenbergstr. 1, D\u20107000 Stuttgart 80, West Germany","institution_ids":["https://openalex.org/I4210088365"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5109077182"],"corresponding_institution_ids":["https://openalex.org/I25974101"],"apc_list":null,"apc_paid":null,"fwci":0.5722,"has_fulltext":false,"cited_by_count":7,"citation_normalized_percentile":{"value":0.56821018,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"118","issue":"8","first_page":"3070","last_page":"3088"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13876","display_name":"Chemical synthesis and pharmacological studies","score":0.4375,"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/T13876","display_name":"Chemical synthesis and pharmacological studies","score":0.4375,"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/T13253","display_name":"Photolysis and Reactive Intermediates","score":0.24799999594688416,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/T12893","display_name":"Organic Chemistry Cycloaddition Reactions","score":0.11509999632835388,"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/azoalkanes","display_name":"azoalkanes","score":0.8619999885559082},{"id":"https://openalex.org/keywords/urazoles","display_name":"urazoles","score":0.4869999885559082},{"id":"https://openalex.org/keywords/thermal-decomposition","display_name":"thermal decomposition","score":0.9309999942779541},{"id":"https://openalex.org/keywords/pyrazoles","display_name":"pyrazole derivatives","score":0.5360000133514404},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.32600000500679016}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9369670152664185},{"id":"https://openalex.org/C2779664164","wikidata":"https://www.wikidata.org/wiki/Q898648","display_name":"Cycloaddition","level":3,"score":0.8103592395782471},{"id":"https://openalex.org/C24961977","wikidata":"https://www.wikidata.org/wiki/Q225972","display_name":"Bicyclic molecule","level":2,"score":0.8069669008255005},{"id":"https://openalex.org/C2778279444","wikidata":"https://www.wikidata.org/wiki/Q409482","display_name":"Benzophenone","level":2,"score":0.7920068502426147},{"id":"https://openalex.org/C160434732","wikidata":"https://www.wikidata.org/wiki/Q2611095","display_name":"Thermal decomposition","level":2,"score":0.6340261101722717},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.575469434261322},{"id":"https://openalex.org/C54582936","wikidata":"https://www.wikidata.org/wiki/Q16814","display_name":"Photodissociation","level":2,"score":0.49214738607406616},{"id":"https://openalex.org/C27777614","wikidata":"https://www.wikidata.org/wiki/Q26469","display_name":"Ene reaction","level":2,"score":0.4559441804885864},{"id":"https://openalex.org/C2777320604","wikidata":"https://www.wikidata.org/wiki/Q414101","display_name":"Cyclopropene","level":2,"score":0.45588454604148865},{"id":"https://openalex.org/C33062035","wikidata":"https://www.wikidata.org/wiki/Q3296863","display_name":"Singlet state","level":3,"score":0.4449194371700287},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4249241352081299},{"id":"https://openalex.org/C117633835","wikidata":"https://www.wikidata.org/wiki/Q5280165","display_name":"Diradical","level":4,"score":0.42374515533447266},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.3393787145614624},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.12953439354896545},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.0},{"id":"https://openalex.org/C185544564","wikidata":"https://www.wikidata.org/wiki/Q81197","display_name":"Nuclear physics","level":1,"score":0.0},{"id":"https://openalex.org/C181500209","wikidata":"https://www.wikidata.org/wiki/Q215328","display_name":"Excited state","level":2,"score":0.0},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/cber.19851180807","doi":"https://doi.org/10.1002/cber.19851180807","is_oa":false,"landing_page_url":"https://doi.org/10.1002/cber.19851180807","pdf_url":null,"source":{"id":"https://openalex.org/S4210215837","display_name":"Chemische Berichte","issn_l":"0009-2940","issn":["0009-2940"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"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":"Chemische Berichte","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":24,"referenced_works":["https://openalex.org/W1927215938","https://openalex.org/W1966684295","https://openalex.org/W1969166207","https://openalex.org/W1985767915","https://openalex.org/W1989875620","https://openalex.org/W2008163713","https://openalex.org/W2029876016","https://openalex.org/W2032842845","https://openalex.org/W2040547860","https://openalex.org/W2042094237","https://openalex.org/W2059622750","https://openalex.org/W2111987531","https://openalex.org/W2312692753","https://openalex.org/W2950444757","https://openalex.org/W2951497488","https://openalex.org/W2951768781","https://openalex.org/W2951798653","https://openalex.org/W3004542832","https://openalex.org/W3004943186","https://openalex.org/W3005241866","https://openalex.org/W3005320447","https://openalex.org/W4235051798","https://openalex.org/W4235185905","https://openalex.org/W4253400081"],"related_works":["https://openalex.org/W2951165494","https://openalex.org/W4240384038","https://openalex.org/W2038572659","https://openalex.org/W2031528924","https://openalex.org/W3005124902","https://openalex.org/W3005182387","https://openalex.org/W3024585531","https://openalex.org/W2042094237","https://openalex.org/W2066125528","https://openalex.org/W2949963990"],"abstract_inverted_index":{"Abstract":[0],"4,5\u2010Diazatricyclo[4.3.0.03,7]non\u20104\u2010en\u20108\u2010one":[1],"(4)":[2],"and":[3,29,32,50,71,82,92,100,128],"spiro[4,5\u2010diazatricyclo[4.3.0.03,7]non\u20104\u2010ene\u20108,2\u2032\u2010[1,3]dioxolane]":[4],"(5)":[5],"were":[6],"prepared":[7],"starting":[8],"from":[9],"bicyclo[2.2.1]hept\u20105\u2010en\u20102\u2010one":[10,78],"(1)":[11],"by":[12,45,140],"cycloaddition":[13],"with":[14,23],"4\u2010phenyl\u20104H\u20101,2,4\u2010triazole\u20103,5\u2010dione":[15],"(PTAD)":[16],"to":[17,25,40,107],"the":[18,26,37,57,62,65,88,98,136],"corresponding":[19],"urazole":[20,27,41],"7,":[21],"followed":[22],"acetalization":[24],"9":[28],"subsequent":[30],"hydrolysis":[31],"oxidation.":[33],"The":[34],"regioselectivity":[35],"of":[36,53,74,102,121,135],"PTAD\u2010cycloaddition":[38],"leading":[39],"7":[42],"was":[43,68],"confirmed":[44],"an":[46],"X\u2010ray":[47],"analysis.":[48],"Direct":[49,70],"benzophenone\u2010sensitized":[51,72],"photolyses":[52,73],"azoalkane":[54,75,103],"5":[55],"gave":[56,86],"tricycloalkane":[58],"13,":[59],"while":[60],"in":[61,115],"thermolysis":[63,101],"also":[64],"pyrazole":[66],"12":[67],"formed.":[69],"4":[76,104],"yielded":[77],"(1),":[79],"tricyclo[3.2.0.02,7]heptan\u20103\u2010one":[80],"(2),":[81],"bicyclo[3.2.0]hept\u20103\u2010en\u20106\u2010one":[83],"(3).":[84],"Thermolysis":[85],"only":[87],"bicyclic":[89],"ketones":[90],"1":[91],"3.":[93],"It":[94],"is":[95],"postulated":[96],"that":[97],"photolysis":[99],"first":[105],"lead":[106],"diazenyl":[108],"diradicals":[109],"19a,":[110],"b,":[111],"which":[112],"are":[113],"differentiated":[114],"their":[116],"chemical":[117],"behavior":[118],"on":[119],"account":[120],"spin":[122],"state":[123],"multiplicities":[124],"(singlet":[125],"versus":[126,132],"triplet)":[127],"electronic":[129],"configurations":[130],"(D\u03c3,\u03c3":[131],"D\u03c3,\u03c0).":[133],"Formation":[134],"oxadi\u2010\u03c0\u2010methane\u2010type":[137],"1,3\u2010diradical":[138],"20":[139],"denitrogenation":[141],"involving":[142],"double":[143],"C":[144],"\u2013":[145],"N":[146],"cleavage":[147],"represents":[148],"a":[149],"minor":[150],"product":[151],"channel.":[152]},"counts_by_year":[{"year":2023,"cited_by_count":1}],"updated_date":"2026-08-21T09:56:20.448147","created_date":"2016-06-24T00:00:00"}