{"id":"https://openalex.org/W2072844965","doi":"https://doi.org/10.1021/om9003219","title":"Disila-Phantolide and Derivatives: Synthesis and Olfactory Characterization of Silicon-Containing Derivatives of the Musk Odorant Phantolide","display_name":"Disila-Phantolide and Derivatives: Synthesis and Olfactory Characterization of Silicon-Containing Derivatives of the Musk Odorant Phantolide","publication_year":2009,"publication_date":"2009-07-31","ids":{"openalex":"https://openalex.org/W2072844965","doi":"https://doi.org/10.1021/om9003219","mag":"2072844965"},"language":"en","primary_location":{"id":"doi:10.1021/om9003219","doi":"https://doi.org/10.1021/om9003219","is_oa":false,"landing_page_url":"https://doi.org/10.1021/om9003219","pdf_url":null,"source":{"id":"https://openalex.org/S4924609","display_name":"Organometallics","issn_l":"0276-7333","issn":["0276-7333","1520-6041"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-1","norway-2","poland-100","russia-white-list-1"],"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":"Organometallics","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/A5111937065","display_name":"Stefan W. Metz","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":false,"raw_author_name":"Stefan Metz","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5058550452","display_name":"Jennifer B. N\u00e4tscher","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":false,"raw_author_name":"Jennifer B. N\u00e4tscher","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5076543712","display_name":"Christian Burschka","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":false,"raw_author_name":"Christian Burschka","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5007817416","display_name":"Kathrin G\u00f6tz","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":false,"raw_author_name":"Kathrin G\u00f6tz","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5089111876","display_name":"Martin Kaupp","orcid":"https://orcid.org/0000-0003-1582-2819","observed_orcids":["https://orcid.org/0000-0003-1582-2819"]},"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":"Martin Kaupp","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5012380606","display_name":"Philip Kraft","orcid":"https://orcid.org/0000-0002-4801-5389","observed_orcids":["https://orcid.org/0000-0002-4801-5389"]},"institutions":[{"id":"https://openalex.org/I2800326226","display_name":"Givaudan (Switzerland)","ror":"https://ror.org/012ddpd05","country_code":"CH","type":"company","lineage":["https://openalex.org/I2800326226"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Philip Kraft","raw_affiliation_strings":["Givaudan Schweiz AG, Fragrance Research, \u00dcberlandstrasse 138, CH-8600 D\u00fcbendorf, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Givaudan Schweiz AG, Fragrance Research, \u00dcberlandstrasse 138, CH-8600 D\u00fcbendorf, Switzerland","institution_ids":["https://openalex.org/I2800326226"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5047144179","display_name":"Reinhold Tacke","orcid":"https://orcid.org/0000-0003-4532-2647","observed_orcids":["https://orcid.org/0000-0003-4532-2647"]},"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":"Reinhold Tacke","raw_affiliation_strings":["Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e4t W\u00fcrzburg, Institut f\u00fcr Anorganische Chemie, Am Hubland, D-97074 W\u00fcrzburg, Germany","institution_ids":["https://openalex.org/I25974101"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5047144179"],"corresponding_institution_ids":["https://openalex.org/I25974101"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.2283,"has_fulltext":false,"cited_by_count":36,"citation_normalized_percentile":{"value":0.88536379,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"28","issue":"16","first_page":"4700","last_page":"4712"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10807","display_name":"Synthesis and characterization of novel inorganic/organometallic compounds","score":0.39329999685287476,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic 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/T10807","display_name":"Synthesis and characterization of novel inorganic/organometallic compounds","score":0.39329999685287476,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic 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/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.3400999903678894,"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/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.08179999887943268,"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/organosilicon-synthesis","display_name":"organosilicon synthesis","score":0.6200000047683716},{"id":"https://openalex.org/keywords/olfaction","display_name":"olfaction","score":0.36800000071525574},{"id":"https://openalex.org/keywords/electrostatic-potential","display_name":"electrostatic potential","score":0.5350000262260437},{"id":"https://openalex.org/keywords/conformational-analysis","display_name":"conformational analysis","score":0.8119999766349792},{"id":"https://openalex.org/keywords/x-ray-crystal-structure","display_name":"X-ray crystal structure","score":0.6100000143051147}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9102671146392822},{"id":"https://openalex.org/C2779200411","wikidata":"https://www.wikidata.org/wiki/Q80250","display_name":"Cyclopropane","level":3,"score":0.8953595161437988},{"id":"https://openalex.org/C18705241","wikidata":"https://www.wikidata.org/wiki/Q1128023","display_name":"Conformational isomerism","level":3,"score":0.6820045709609985},{"id":"https://openalex.org/C2776568683","wikidata":"https://www.wikidata.org/wiki/Q23005640","display_name":"Moiety","level":2,"score":0.6770174503326416},{"id":"https://openalex.org/C2778689049","wikidata":"https://www.wikidata.org/wiki/Q898422","display_name":"Substituent","level":2,"score":0.578054666519165},{"id":"https://openalex.org/C2777454769","wikidata":"https://www.wikidata.org/wiki/Q11172462","display_name":"Methylene","level":2,"score":0.5774004459381104},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5237616896629333},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.4508705139160156},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.40263935923576355},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.267398476600647},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.23006927967071533},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.14640754461288452}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/om9003219","doi":"https://doi.org/10.1021/om9003219","is_oa":false,"landing_page_url":"https://doi.org/10.1021/om9003219","pdf_url":null,"source":{"id":"https://openalex.org/S4924609","display_name":"Organometallics","issn_l":"0276-7333","issn":["0276-7333","1520-6041"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-1","norway-2","poland-100","russia-white-list-1"],"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":"Organometallics","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":29,"referenced_works":["https://openalex.org/W69298045","https://openalex.org/W1970511003","https://openalex.org/W1971275758","https://openalex.org/W1972015436","https://openalex.org/W1980748652","https://openalex.org/W1983125061","https://openalex.org/W2020781856","https://openalex.org/W2023221651","https://openalex.org/W2030687437","https://openalex.org/W2031036495","https://openalex.org/W2031638204","https://openalex.org/W2043902198","https://openalex.org/W2052140565","https://openalex.org/W2059451394","https://openalex.org/W2086957099","https://openalex.org/W2093733332","https://openalex.org/W2124335336","https://openalex.org/W2131350133","https://openalex.org/W2133645072","https://openalex.org/W2150093736","https://openalex.org/W2162460283","https://openalex.org/W2171237696","https://openalex.org/W2177412142","https://openalex.org/W2883176742","https://openalex.org/W2949062843","https://openalex.org/W2950732520","https://openalex.org/W2950944991","https://openalex.org/W4236808533","https://openalex.org/W4250485329"],"related_works":["https://openalex.org/W2326001489","https://openalex.org/W2109723050","https://openalex.org/W2073025089","https://openalex.org/W7112144561","https://openalex.org/W1976426916","https://openalex.org/W2225153720","https://openalex.org/W2050437601","https://openalex.org/W2031638204","https://openalex.org/W2124579373","https://openalex.org/W1493969531"],"abstract_inverted_index":{"1-(1,1,2,3,3,6-Hexamethyl-1,3-disilaindan-5-yl)ethanone":[0],"(disila-phantolide,":[1],"4":[2,46,61],"),":[3,13,105],"a":[4],"disila-analogue":[5],"of":[6,53,161],"the":[7,57,86,95,107,125],"musk":[8,118,163],"odorant":[9],"phantolide":[10],"(":[11,90],"3":[12],"and":[14,26,35,44,56,78,99,106,111,122,128,135,146,159],"its":[15],"silicon-containing":[16],"derivatives":[17,97,109],"5":[18],"\u2212":[19,47,62],"13":[20,48,63,112],"were":[21,37,49,151],"prepared":[22],"in":[23,65,79],"multistep":[24],"syntheses":[25],"studied":[27,50],"for":[28],"their":[29,66],"olfactory":[30],"properties.":[31],"In":[32,131],"addition,":[33],"7":[34,100,123],"11":[36,147],"structurally":[38],"characterized":[39],"by":[40],"single-crystal":[41],"X-ray":[42],"diffraction,":[43],"compounds":[45,133],"computationally":[51],"(calculations":[52],"minimum-energy":[54],"conformers":[55],"electrostatic":[58],"potentials).":[59],"Compounds":[60],"differ":[64],"Si\u2212X\u2212Si":[67],"moiety":[68],"(X":[69,101,113,137,148],"=":[70,93,102,114,138,149],"CHMe,":[71],"C\u2550CH":[72,103],"2,":[73,75],"CH":[74,139],"O,":[76],"cyclopropane-1,1-diyl)":[77,115],"an":[80],"optional":[81],"C-6":[82],"methyl":[83],"substituent":[84],"on":[85],"1,3-disilaindane":[87],"skeleton.":[88],"Disila-phantolide":[89],"4,":[91],"X":[92],"CHMe),":[94],"methylene":[96],"6":[98,121],"2":[104,140],"cyclopropane-1,1-diyl":[108],"12":[110],"are":[116],"new":[117],"odorants,":[119],"with":[120],"being":[124],"most":[126],"interesting":[127],"powerful":[129],"ones.":[130],"contrast,":[132],"8":[134],"9":[136],")":[141],"as":[142,144],"well":[143],"10":[145],"O)":[150],"found":[152],"to":[153,157],"be":[154],"very":[155],"weak":[156],"odorless":[158],"devoid":[160],"any":[162],"character.":[164]},"counts_by_year":[{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":2},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":2},{"year":2016,"cited_by_count":3},{"year":2014,"cited_by_count":7},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":3}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}