{"id":"https://openalex.org/W2168578392","doi":"https://doi.org/10.1039/c002668a","title":"Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst","display_name":"Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst","publication_year":2010,"publication_date":"2010-01-01","ids":{"openalex":"https://openalex.org/W2168578392","doi":"https://doi.org/10.1039/c002668a","mag":"2168578392","pmid":"https://pubmed.ncbi.nlm.nih.gov/20532262"},"language":"en","primary_location":{"id":"doi:10.1039/c002668a","doi":"https://doi.org/10.1039/c002668a","is_oa":false,"landing_page_url":"https://doi.org/10.1039/c002668a","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic & Biomolecular Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"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/A5044725678","display_name":"Weijun Tang","orcid":"https://orcid.org/0000-0003-3245-4763","observed_orcids":["https://orcid.org/0000-0003-3245-4763"]},"institutions":[{"id":"https://openalex.org/I78988378","display_name":"Renmin University of China","ror":"https://ror.org/041pakw92","country_code":"CN","type":"education","lineage":["https://openalex.org/I78988378"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Weijun Tang","raw_affiliation_strings":["Department of Chemistry, Renmin University of China, Beijing 100872, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Renmin University of China, Beijing 100872, China","institution_ids":["https://openalex.org/I78988378"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5047844264","display_name":"Yawei Sun","orcid":"https://orcid.org/0000-0001-9374-2238","observed_orcids":["https://orcid.org/0000-0001-9374-2238"]},"institutions":[{"id":"https://openalex.org/I78988378","display_name":"Renmin University of China","ror":"https://ror.org/041pakw92","country_code":"CN","type":"education","lineage":["https://openalex.org/I78988378"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Yawei Sun","raw_affiliation_strings":["Department of Chemistry, Renmin University of China, Beijing 100872, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Renmin University of China, Beijing 100872, China","institution_ids":["https://openalex.org/I78988378"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5035336292","display_name":"Lijin Xu","orcid":"https://orcid.org/0000-0003-4067-8898","observed_orcids":["https://orcid.org/0000-0003-4067-8898"]},"institutions":[{"id":"https://openalex.org/I78988378","display_name":"Renmin University of China","ror":"https://ror.org/041pakw92","country_code":"CN","type":"education","lineage":["https://openalex.org/I78988378"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Lijin Xu","raw_affiliation_strings":["Department of Chemistry, Renmin University of China, Beijing 100872, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Renmin University of China, Beijing 100872, China","institution_ids":["https://openalex.org/I78988378"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5030174132","display_name":"Tianli Wang","orcid":"https://orcid.org/0000-0002-8431-9048","observed_orcids":["https://orcid.org/0000-0002-8431-9048","https://orcid.org/0009-0009-5160-7308"]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210116048","display_name":"Beijing National Laboratory for Molecular Sciences","ror":"https://ror.org/02601yx74","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4210116048"]},{"id":"https://openalex.org/I4210155088","display_name":"Institute of Chemistry","ror":"https://ror.org/048y1rc66","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210155088"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Tianli Wang","raw_affiliation_strings":["Beijing National Laboratory for Molecular Sciences, CAS key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Beijing National Laboratory for Molecular Sciences, CAS key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210116048","https://openalex.org/I4210155088"]}]},{"author_position":"middle","author":{"id":null,"display_name":"Qinghua Fan","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210116048","display_name":"Beijing National Laboratory for Molecular Sciences","ror":"https://ror.org/02601yx74","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4210116048"]},{"id":"https://openalex.org/I4210155088","display_name":"Institute of Chemistry","ror":"https://ror.org/048y1rc66","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210155088"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Qinghua Fan","raw_affiliation_strings":["Beijing National Laboratory for Molecular Sciences, CAS key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Beijing National Laboratory for Molecular Sciences, CAS key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210116048","https://openalex.org/I4210155088"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5060349771","display_name":"Kim Hung Lam","orcid":"https://orcid.org/0000-0003-2161-2367","observed_orcids":["https://orcid.org/0000-0003-2161-2367"]},"institutions":[{"id":"https://openalex.org/I14243506","display_name":"Hong Kong Polytechnic University","ror":"https://ror.org/0030zas98","country_code":"HK","type":"education","lineage":["https://openalex.org/I14243506"]}],"countries":["HK"],"is_corresponding":false,"raw_author_name":"Kim-Hung Lam","raw_affiliation_strings":["Department of Applied Biology & Chemical Technology and Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery & Synthesis, The Hong Kong Polytechnic University, Hong Kong, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Biology & Chemical Technology and Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery & Synthesis, The Hong Kong Polytechnic University, Hong Kong, China","institution_ids":["https://openalex.org/I14243506"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5037408892","display_name":"Albert S. C. Chan","orcid":"https://orcid.org/0000-0003-1583-8503","observed_orcids":["https://orcid.org/0000-0003-1583-8503"]},"institutions":[{"id":"https://openalex.org/I14243506","display_name":"Hong Kong Polytechnic University","ror":"https://ror.org/0030zas98","country_code":"HK","type":"education","lineage":["https://openalex.org/I14243506"]}],"countries":["HK"],"is_corresponding":false,"raw_author_name":"Albert S. C. Chan","raw_affiliation_strings":["Department of Applied Biology & Chemical Technology and Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery & Synthesis, The Hong Kong Polytechnic University, Hong Kong, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Biology & Chemical Technology and Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery & Synthesis, The Hong Kong Polytechnic University, Hong Kong, China","institution_ids":["https://openalex.org/I14243506"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":5,"corresponding_author_ids":["https://openalex.org/A5035336292"],"corresponding_institution_ids":["https://openalex.org/I78988378"],"apc_list":null,"apc_paid":null,"fwci":7.4948,"has_fulltext":false,"cited_by_count":107,"citation_normalized_percentile":{"value":0.98122798,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":87,"max":100},"biblio":{"volume":"8","issue":"15","first_page":"3464","last_page":"3464"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11281","display_name":"Asymmetric Hydrogenation and Catalysis","score":1.0,"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/T11281","display_name":"Asymmetric Hydrogenation and Catalysis","score":1.0,"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/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":9.999999747378752e-05,"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":0.0,"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/asymmetric-hydrogenation","display_name":"asymmetric hydrogenation","score":0.9810000061988831},{"id":"https://openalex.org/keywords/quinoline","display_name":"quinoline","score":0.968999981880188},{"id":"https://openalex.org/keywords/pyridine","display_name":"pyridine","score":0.9710000157356262},{"id":"https://openalex.org/keywords/chiral-bisphosphine-ligands","display_name":"chiral bisphosphine ligands","score":0.9010000228881836},{"id":"https://openalex.org/keywords/iridium-catalysts","display_name":"iridium catalysts","score":0.8650000095367432},{"id":"https://openalex.org/keywords/ir-cod-cl-2","display_name":"[Ir(COD)Cl]2","score":0.953000009059906},{"id":"https://openalex.org/keywords/enantioselectivity","display_name":"enantioselectivity","score":0.8479999899864197},{"id":"https://openalex.org/keywords/iodine-additive","display_name":"iodine additive","score":0.6539999842643738},{"id":"https://openalex.org/keywords/low-catalyst-loading","display_name":"low catalyst loading","score":0.593999981880188}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.929883599281311},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.9190559387207031},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.7684992551803589},{"id":"https://openalex.org/C197356162","wikidata":"https://www.wikidata.org/wiki/Q4812077","display_name":"Asymmetric hydrogenation","level":4,"score":0.6885616779327393},{"id":"https://openalex.org/C116569031","wikidata":"https://www.wikidata.org/wiki/Q899107","display_name":"Ligand (biochemistry)","level":3,"score":0.5230608582496643},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4684474766254425},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4330165684223175},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.039153099060058594},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006865","descriptor_name":"Hydrogenation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007495","descriptor_name":"Iridium","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D010720","descriptor_name":"Phosphines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D011725","descriptor_name":"Pyridines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D011804","descriptor_name":"Quinolines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013379","descriptor_name":"Substrate Specificity","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":3,"locations":[{"id":"doi:10.1039/c002668a","doi":"https://doi.org/10.1039/c002668a","is_oa":false,"landing_page_url":"https://doi.org/10.1039/c002668a","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic & Biomolecular Chemistry","raw_type":"journal-article"},{"id":"pmid:20532262","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/20532262","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":"Organic & biomolecular chemistry","raw_type":"Journal Article"},{"id":"pmh:oai:ira.lib.polyu.edu.hk:10397/8682","doi":null,"is_oa":false,"landing_page_url":"http://hdl.handle.net/10397/8682","pdf_url":null,"source":{"id":"https://openalex.org/S4306400205","display_name":"PolyU Institutional Research Archive (Hong Kong Polytechnic University)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I14243506","host_organization_name":"Hong Kong Polytechnic University","host_organization_lineage":["https://openalex.org/I14243506"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Journal/Magazine Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320321001","display_name":"National Natural Science Foundation of China","ror":"https://ror.org/01h0zpd94"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":62,"referenced_works":["https://openalex.org/W1534217016","https://openalex.org/W1970989368","https://openalex.org/W1980220125","https://openalex.org/W1980895544","https://openalex.org/W1982907022","https://openalex.org/W1993582214","https://openalex.org/W1995549755","https://openalex.org/W2012846252","https://openalex.org/W2019596014","https://openalex.org/W2021148186","https://openalex.org/W2021413710","https://openalex.org/W2021794341","https://openalex.org/W2025360732","https://openalex.org/W2027276681","https://openalex.org/W2030269282","https://openalex.org/W2041825464","https://openalex.org/W2051446670","https://openalex.org/W2054358488","https://openalex.org/W2066812828","https://openalex.org/W2067497769","https://openalex.org/W2069336075","https://openalex.org/W2069890553","https://openalex.org/W2071314813","https://openalex.org/W2071781585","https://openalex.org/W2073435746","https://openalex.org/W2075299271","https://openalex.org/W2086360076","https://openalex.org/W2097446202","https://openalex.org/W2097688445","https://openalex.org/W2098274688","https://openalex.org/W2099656691","https://openalex.org/W2101340225","https://openalex.org/W2102855462","https://openalex.org/W2105299237","https://openalex.org/W2109274411","https://openalex.org/W2115132894","https://openalex.org/W2118180102","https://openalex.org/W2124042995","https://openalex.org/W2133074445","https://openalex.org/W2133473660","https://openalex.org/W2134764589","https://openalex.org/W2135819883","https://openalex.org/W2137094539","https://openalex.org/W2138227189","https://openalex.org/W2143265176","https://openalex.org/W2147842186","https://openalex.org/W2149266866","https://openalex.org/W2150820336","https://openalex.org/W2153483436","https://openalex.org/W2159443297","https://openalex.org/W2159560931","https://openalex.org/W2160774708","https://openalex.org/W2162637821","https://openalex.org/W2164557977","https://openalex.org/W2167137735","https://openalex.org/W2950002590","https://openalex.org/W2950356431","https://openalex.org/W2951874486","https://openalex.org/W3022620686","https://openalex.org/W4230243189","https://openalex.org/W4244647502","https://openalex.org/W4252380866"],"related_works":["https://openalex.org/W2950887840","https://openalex.org/W2098563822","https://openalex.org/W2159560931","https://openalex.org/W1999640926","https://openalex.org/W2949767070","https://openalex.org/W2102855462","https://openalex.org/W2147842186","https://openalex.org/W2162637821","https://openalex.org/W2019042079","https://openalex.org/W2051446670"],"abstract_inverted_index":{"The":[0,57],"combination":[1],"of":[2,24,68,86,94],"the":[3,34,65,84,92],"readily":[4],"available":[5],"chiral":[6],"bisphosphine":[7],"ligand":[8],"Difluorphos":[9],"with":[10,37,71],"[Ir(COD)Cl](2)":[11],"in":[12,15],"THF":[13],"resulted":[14],"a":[16,97],"highly":[17],"efficient":[18],"catalyst":[19,29,59],"system":[20],"for":[21],"asymmetric":[22,66],"hydrogenation":[23,67],"quinolines":[25],"at":[26],"quite":[27],"low":[28],"loadings":[30],"(0.05-0.002":[31],"mol%),":[32],"affording":[33],"corresponding":[35],"products":[36],"high":[38],"enantioselectivities":[39],"(up":[40],"to":[41,48,55,64,77],"96%),":[42],"excellent":[43],"catalytic":[44,101],"activities":[45],"(TOF":[46],"up":[47,54,76],"3510":[49],"h(-1))":[50],"and":[51,75],"productivities":[52],"(TON":[53],"43000).":[56],"same":[58],"was":[60],"also":[61],"successfully":[62],"applied":[63],"trisubstituted":[69],"pyridines":[70],"nearly":[72],"quantitative":[73],"yields":[74],"98%":[78],"ee.":[79],"In":[80],"these":[81],"two":[82],"reactions,":[83],"addition":[85],"I(2)":[87,95],"additive":[88],"is":[89],"indispensable;":[90],"but":[91],"amount":[93],"has":[96],"different":[98],"effect":[99],"on":[100],"performance.":[102]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":4},{"year":2024,"cited_by_count":3},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":8},{"year":2020,"cited_by_count":4},{"year":2019,"cited_by_count":4},{"year":2018,"cited_by_count":6},{"year":2017,"cited_by_count":5},{"year":2016,"cited_by_count":8},{"year":2015,"cited_by_count":8},{"year":2014,"cited_by_count":9},{"year":2013,"cited_by_count":19},{"year":2012,"cited_by_count":15}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}