{"id":"https://openalex.org/W2176104755","doi":"https://doi.org/10.1021/jo0492057","title":"Application of Directed Orthometalation toward the Synthesis of Aryl Siloxanes","display_name":"Application of Directed Orthometalation toward the Synthesis of Aryl Siloxanes","publication_year":2004,"publication_date":"2004-08-26","ids":{"openalex":"https://openalex.org/W2176104755","doi":"https://doi.org/10.1021/jo0492057","mag":"2176104755","pmid":"https://pubmed.ncbi.nlm.nih.gov/15387604"},"language":"en","primary_location":{"id":"doi:10.1021/jo0492057","doi":"https://doi.org/10.1021/jo0492057","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo0492057","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"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":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"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/A5011181643","display_name":"W. Michael Seganish","orcid":"https://orcid.org/0000-0001-6605-2856","observed_orcids":["https://orcid.org/0000-0001-6605-2856"]},"institutions":[{"id":"https://openalex.org/I66946132","display_name":"University of Maryland, College Park","ror":"https://ror.org/047s2c258","country_code":"US","type":"education","lineage":["https://openalex.org/I66946132"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"W. Michael Seganish","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742","institution_ids":["https://openalex.org/I66946132"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5029649266","display_name":"Philip R. DeShong","orcid":"https://orcid.org/0000-0003-1787-2158","observed_orcids":["https://orcid.org/0000-0003-1787-2158"]},"institutions":[{"id":"https://openalex.org/I66946132","display_name":"University of Maryland, College Park","ror":"https://ror.org/047s2c258","country_code":"US","type":"education","lineage":["https://openalex.org/I66946132"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Philip DeShong","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742","institution_ids":["https://openalex.org/I66946132"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I66946132"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.4306,"has_fulltext":false,"cited_by_count":40,"citation_normalized_percentile":{"value":0.88271431,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"69","issue":"20","first_page":"6790","last_page":"6795"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.9247999787330627,"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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.9247999787330627,"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/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.04740000143647194,"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/T12189","display_name":"Sulfur-Based Synthesis Techniques","score":0.00989999994635582,"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/palladium-catalyzed-cross-coupling","display_name":"palladium-catalyzed cross-coupling","score":0.9350000023841858},{"id":"https://openalex.org/keywords/aryl-bromides","display_name":"aryl bromides","score":0.9829999804496765},{"id":"https://openalex.org/keywords/unsymmetrical-biaryls","display_name":"unsymmetrical biaryls","score":0.9259999990463257},{"id":"https://openalex.org/keywords/aryl-halides","display_name":"aryl halides","score":0.5180000066757202}],"concepts":[{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.8914178013801575},{"id":"https://openalex.org/C2776139660","wikidata":"https://www.wikidata.org/wiki/Q426680","display_name":"Siloxane","level":3,"score":0.8122813701629639},{"id":"https://openalex.org/C50027330","wikidata":"https://www.wikidata.org/wiki/Q908086","display_name":"Electrophile","level":3,"score":0.7495406270027161},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.5962127447128296},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.4915834367275238},{"id":"https://openalex.org/C81917197","wikidata":"https://www.wikidata.org/wiki/Q628760","display_name":"Selection (genetic algorithm)","level":2,"score":0.4569651484489441},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.4284823536872864},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.41868460178375244},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.41043686866760254},{"id":"https://openalex.org/C188027245","wikidata":"https://www.wikidata.org/wiki/Q750446","display_name":"Polymer chemistry","level":1,"score":0.34775233268737793},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.13950979709625244},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.1281556785106659},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.11941009759902954},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008956","descriptor_name":"Models, Chemical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010165","descriptor_name":"Palladium","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D012833","descriptor_name":"Siloxanes","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/jo0492057","doi":"https://doi.org/10.1021/jo0492057","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo0492057","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"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":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:15387604","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/15387604","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of organic chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G3219033635","display_name":"SILOXANE COUPLINGS AND NATURAL PRODUCT SYNTHESIS","funder_award_id":"R01CA082169","funder_id":"https://openalex.org/F4320337351","funder_display_name":"National Cancer Institute"},{"id":"https://openalex.org/G3999267445","display_name":null,"funder_award_id":"CA82169-01","funder_id":"https://openalex.org/F4320337351","funder_display_name":"National Cancer Institute"}],"funders":[{"id":"https://openalex.org/F4320337351","display_name":"National Cancer Institute","ror":"https://ror.org/040gcmg81"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":15,"referenced_works":["https://openalex.org/W1987410882","https://openalex.org/W1993299241","https://openalex.org/W1997159316","https://openalex.org/W2005926704","https://openalex.org/W2049353527","https://openalex.org/W2081775932","https://openalex.org/W2087741460","https://openalex.org/W2095731264","https://openalex.org/W2126455126","https://openalex.org/W2156046669","https://openalex.org/W2166060268","https://openalex.org/W2166106182","https://openalex.org/W2177225673","https://openalex.org/W2949745036","https://openalex.org/W2950430689"],"related_works":["https://openalex.org/W809076810","https://openalex.org/W2162154851","https://openalex.org/W2086166213","https://openalex.org/W1975020158","https://openalex.org/W2883336951","https://openalex.org/W2950212353","https://openalex.org/W2953090865","https://openalex.org/W2589909877","https://openalex.org/W2093217699","https://openalex.org/W3152352806"],"abstract_inverted_index":{"A":[0],"selection":[1,28],"of":[2,25,29],"ortho-substituted":[3,50],"aryl":[4,45],"siloxanes":[5,14,37],"have":[6],"been":[7],"prepared":[8,17],"by":[9,23],"directed":[10],"orthometalation":[11],"protocols.":[12],"These":[13],"can":[15],"be":[16],"in":[18,40,52],"high":[19],"yields":[20],"and":[21,32],"purity":[22],"use":[24],"a":[26],"diverse":[27],"ortho-directing":[30],"groups":[31],"electrophilic":[33],"siloxane":[34],"derivatives.":[35],"The":[36],"are":[38],"employed":[39],"palladium-catalyzed":[41],"cross-coupling":[42],"reactions":[43],"with":[44],"bromides":[46],"to":[47,54],"generate":[48],"unsymmetrical":[49],"biaryls":[51],"good":[53],"excellent":[55],"yields.":[56]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":2},{"year":2016,"cited_by_count":3},{"year":2015,"cited_by_count":3},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-05T12:25:35.769452","created_date":"2016-06-24T00:00:00"}