{"id":"https://openalex.org/W3047878298","doi":"https://doi.org/10.1021/jacs.0c06580","title":"Heavy-Metal-Free Fischer\u2013Tropsch Type Reaction: Sequential Homologation of Alkylborane Using a Combination of CO and Hydrides as Methylene Source","display_name":"Heavy-Metal-Free Fischer\u2013Tropsch Type Reaction: Sequential Homologation of Alkylborane Using a Combination of CO and Hydrides as Methylene Source","publication_year":2020,"publication_date":"2020-08-07","ids":{"openalex":"https://openalex.org/W3047878298","doi":"https://doi.org/10.1021/jacs.0c06580","mag":"3047878298","pmid":"https://pubmed.ncbi.nlm.nih.gov/32787254"},"language":"en","primary_location":{"id":"doi:10.1021/jacs.0c06580","doi":"https://doi.org/10.1021/jacs.0c06580","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.0c06580","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","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":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"http://hdl.handle.net/10044/1/83425","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5078169498","display_name":"Andreas Phanopoulos","orcid":"https://orcid.org/0000-0002-1572-5560","observed_orcids":["https://orcid.org/0000-0002-1572-5560"]},"institutions":[{"id":"https://openalex.org/I74801974","display_name":"The University of Tokyo","ror":"https://ror.org/057zh3y96","country_code":"JP","type":"education","lineage":["https://openalex.org/I74801974"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Andreas Phanopoulos","raw_affiliation_strings":["Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan"],"raw_orcid":"https://orcid.org/0000-0002-1572-5560","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan","institution_ids":["https://openalex.org/I74801974"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5075731581","display_name":"Shrinwantu Pal","orcid":"https://orcid.org/0000-0001-6260-1803","observed_orcids":["https://orcid.org/0000-0001-6260-1803"]},"institutions":[{"id":"https://openalex.org/I74801974","display_name":"The University of Tokyo","ror":"https://ror.org/057zh3y96","country_code":"JP","type":"education","lineage":["https://openalex.org/I74801974"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Shrinwantu Pal","raw_affiliation_strings":["Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan"],"raw_orcid":"https://orcid.org/0000-0001-6260-1803","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan","institution_ids":["https://openalex.org/I74801974"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5061455541","display_name":"Takafumi Kawakami","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I74801974","display_name":"The University of Tokyo","ror":"https://ror.org/057zh3y96","country_code":"JP","type":"education","lineage":["https://openalex.org/I74801974"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Takafumi Kawakami","raw_affiliation_strings":["Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan","institution_ids":["https://openalex.org/I74801974"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5039294749","display_name":"Kyoko Nozaki","orcid":"https://orcid.org/0000-0002-0321-5299","observed_orcids":["https://orcid.org/0000-0002-0321-5299"]},"institutions":[{"id":"https://openalex.org/I74801974","display_name":"The University of Tokyo","ror":"https://ror.org/057zh3y96","country_code":"JP","type":"education","lineage":["https://openalex.org/I74801974"]}],"countries":["JP"],"is_corresponding":true,"raw_author_name":"Kyoko Nozaki","raw_affiliation_strings":["Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan"],"raw_orcid":"https://orcid.org/0000-0002-0321-5299","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan","institution_ids":["https://openalex.org/I74801974"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5039294749"],"corresponding_institution_ids":["https://openalex.org/I74801974"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":1.4215,"has_fulltext":true,"cited_by_count":17,"citation_normalized_percentile":{"value":0.78607195,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":93,"max":98},"biblio":{"volume":"142","issue":"33","first_page":"14064","last_page":"14068"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.7929999828338623,"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/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.7929999828338623,"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/T10092","display_name":"Organometallic Complex Synthesis and Catalysis","score":0.07000000029802322,"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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.031700000166893005,"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/alkylboranes","display_name":"alkylboranes","score":0.8479999899864197},{"id":"https://openalex.org/keywords/co-insertion","display_name":"CO insertion","score":0.703000009059906},{"id":"https://openalex.org/keywords/hydride-reduction","display_name":"hydride reduction","score":0.6570000052452087},{"id":"https://openalex.org/keywords/lithium-hydride","display_name":"lithium hydride","score":0.609000027179718},{"id":"https://openalex.org/keywords/lithium-aluminum-hydride","display_name":"lithium aluminum hydride","score":0.8360000252723694},{"id":"https://openalex.org/keywords/aldehyde-synthesis","display_name":"aldehyde synthesis","score":0.7689999938011169},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.5899999737739563}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9741020202636719},{"id":"https://openalex.org/C62192006","wikidata":"https://www.wikidata.org/wiki/Q654400","display_name":"Fischer\u2013Tropsch process","level":4,"score":0.927611231803894},{"id":"https://openalex.org/C2777454769","wikidata":"https://www.wikidata.org/wiki/Q11172462","display_name":"Methylene","level":2,"score":0.8569765090942383},{"id":"https://openalex.org/C544153396","wikidata":"https://www.wikidata.org/wiki/Q11426","display_name":"Metal","level":2,"score":0.4350378215312958},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.3622511029243469},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.35169824957847595},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.1940329372882843},{"id":"https://openalex.org/C118792377","wikidata":"https://www.wikidata.org/wiki/Q108584245","display_name":"Selectivity","level":3,"score":0.11583012342453003}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/jacs.0c06580","doi":"https://doi.org/10.1021/jacs.0c06580","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.0c06580","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","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":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"pmid:32787254","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/32787254","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":"Journal of the American Chemical Society","raw_type":"Journal Article"},{"id":"pmh:oai:spiral.imperial.ac.uk:10044/1/83425","doi":null,"is_oa":true,"landing_page_url":"http://hdl.handle.net/10044/1/83425","pdf_url":"http://hdl.handle.net/10044/1/83425","source":{"id":"https://openalex.org/S4306401396","display_name":"Spiral (Imperial College London)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I47508984","host_organization_name":"Imperial College London","host_organization_lineage":["https://openalex.org/I47508984"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"14068","raw_type":"Journal Article"}],"best_oa_location":{"id":"pmh:oai:spiral.imperial.ac.uk:10044/1/83425","doi":null,"is_oa":true,"landing_page_url":"http://hdl.handle.net/10044/1/83425","pdf_url":"http://hdl.handle.net/10044/1/83425","source":{"id":"https://openalex.org/S4306401396","display_name":"Spiral (Imperial College London)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I47508984","host_organization_name":"Imperial College London","host_organization_lineage":["https://openalex.org/I47508984"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"14068","raw_type":"Journal Article"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G6430462049","display_name":null,"funder_award_id":"KAKENHI JP18H05259","funder_id":"https://openalex.org/F4320334764","funder_display_name":"Japan Society for the Promotion of Science"},{"id":"https://openalex.org/G7805636144","display_name":"Catalytic Bond-Cleavage Reactions toward Utilization of Renewable Resources","funder_award_id":"18H05259","funder_id":"https://openalex.org/F4320334764","funder_display_name":"Japan Society for the Promotion of Science"}],"funders":[{"id":"https://openalex.org/F4320334764","display_name":"Japan Society for the Promotion of Science","ror":"https://ror.org/00hhkn466"}],"has_content":{"grobid_xml":true,"pdf":true},"content_urls":{"pdf":"https://content.openalex.org/works/W3047878298.pdf","grobid_xml":"https://content.openalex.org/works/W3047878298.grobid-xml"},"referenced_works_count":31,"referenced_works":["https://openalex.org/W1968236832","https://openalex.org/W1968932027","https://openalex.org/W1973413343","https://openalex.org/W1982413230","https://openalex.org/W1983641898","https://openalex.org/W2000972840","https://openalex.org/W2002115308","https://openalex.org/W2003182184","https://openalex.org/W2023778575","https://openalex.org/W2027752378","https://openalex.org/W2030894031","https://openalex.org/W2035384653","https://openalex.org/W2048490190","https://openalex.org/W2050495444","https://openalex.org/W2055393736","https://openalex.org/W2060013781","https://openalex.org/W2102479047","https://openalex.org/W2104476907","https://openalex.org/W2119547517","https://openalex.org/W2150697053","https://openalex.org/W2226279316","https://openalex.org/W2295849449","https://openalex.org/W2329739412","https://openalex.org/W2552428249","https://openalex.org/W2792187161","https://openalex.org/W2889935426","https://openalex.org/W2902008188","https://openalex.org/W2909792487","https://openalex.org/W2914353745","https://openalex.org/W2949389009","https://openalex.org/W3033789754"],"related_works":["https://openalex.org/W3198913173","https://openalex.org/W1976576139","https://openalex.org/W4283823567","https://openalex.org/W1968932027","https://openalex.org/W1987705340","https://openalex.org/W3087104210","https://openalex.org/W2164226404","https://openalex.org/W7145737479","https://openalex.org/W4251885705","https://openalex.org/W2952318859"],"abstract_inverted_index":{"Carbon":[0],"homologation":[1,24],"reactions":[2],"occur":[3],"within":[4],"the":[5,21,38,55,97],"well-known":[6],"Fischer\u2013Tropsch":[7],"process,":[8],"usually":[9],"mediated":[10],"by":[11,74],"transition":[12],"metal":[13],"catalysts":[14,43],"at":[15],"high":[16],"temperature.":[17],"Here":[18],"we":[19],"report":[20],"low-temperature,":[22],"heavy-metal-free":[23],"of":[25,51,57,114],"a":[26,32],"carbon":[27],"chain":[28],"using":[29],"CO":[30,67,103],"as":[31,105,107],"C":[33],"1":[34],"-source":[35],"showing":[36],"for":[37,47,102],"first":[39],"time":[40],"that":[41,96],"transition-metal":[42],"are":[44],"not":[45],"required":[46],"Fischer\u2013Tropsch-type":[48],"reactivity.":[49],"Reaction":[50],"an":[52],"alkylborane":[53],"in":[54,65],"presence":[56],"either":[58],"LiHBEt":[59],"3":[60],"or":[61],"LiAlH":[62],"4":[63],"resulted":[64],"multiple":[66],"insertion/reduction":[68],"events":[69],"to":[70,112,117],"afford":[71],"elongated":[72],"chains":[73],"more":[75],"than":[76],"two":[77],"methylene":[78],"(\u2212CH":[79],"2":[80],"\u2212)":[81],"units,":[82],"affording":[83],"aldehyde":[84],"products":[85],"upon":[86],"oxidative":[87],"aqueous":[88],"workup.":[89],"Theoretical":[90],"and":[91],"experimental":[92],"mechanistic":[93],"studies":[94],"indicate":[95],"boron":[98],"terminus":[99],"is":[100],"responsible":[101],"incorporation":[104],"well":[106],"sequential":[108],"hydride":[109],"delivery":[110],"leading":[111],"reduction":[113],"acylborane":[115],"intermediates":[116],"alkylboranes.":[118]},"counts_by_year":[{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":5},{"year":2022,"cited_by_count":3},{"year":2021,"cited_by_count":5},{"year":2020,"cited_by_count":2}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2020-08-13T00:00:00"}