{"id":"https://openalex.org/W2265696799","doi":"https://doi.org/10.1002/047084289x.rn01215","title":"(1R,1\u2032R,2S,2\u2032S)-2,2\u2032-Bis(1,1-dimethylethyl)-2,2\u2032,3,3\u2032-tetrahydro-1,1\u2032-bi-1H-isophosphindole and (1S,1\u2032S,2R,2\u2032R)-2,2\u2032-Bis(1,1-dimethylethyl)-2,2\u2032,3,3\u2032-tetrahydro-1,1\u2032-bi-1H-isophosphindole","display_name":"(1R,1\u2032R,2S,2\u2032S)-2,2\u2032-Bis(1,1-dimethylethyl)-2,2\u2032,3,3\u2032-tetrahydro-1,1\u2032-bi-1H-isophosphindole and (1S,1\u2032S,2R,2\u2032R)-2,2\u2032-Bis(1,1-dimethylethyl)-2,2\u2032,3,3\u2032-tetrahydro-1,1\u2032-bi-1H-isophosphindole","publication_year":2010,"publication_date":"2010-10-15","ids":{"openalex":"https://openalex.org/W2265696799","doi":"https://doi.org/10.1002/047084289x.rn01215","mag":"2265696799"},"language":"he","primary_location":{"id":"doi:10.1002/047084289x.rn01215","doi":"https://doi.org/10.1002/047084289x.rn01215","is_oa":false,"landing_page_url":"https://doi.org/10.1002/047084289x.rn01215","pdf_url":null,"source":{"id":"https://openalex.org/S4306464293","display_name":"Wiley eBooks","issn_l":null,"issn":null,"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":"ebook platform"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Encyclopedia of Reagents for Organic Synthesis","raw_type":"reference-entry"},"volume":{"id":"https://openalex.org/W4212905075","display_name":"Encyclopedia of Reagents for Organic Synthesis"},"type":"reference-entry","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":null,"display_name":"Xiaowei Zhang","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I102322142","display_name":"Rutgers, The State University of New Jersey","ror":"https://ror.org/05vt9qd57","country_code":"US","type":"education","lineage":["https://openalex.org/I102322142"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Xiaowei Zhang","raw_affiliation_strings":["Rutgers, the State University of New Jersey, Piscataway, NJ, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Rutgers, the State University of New Jersey, Piscataway, NJ, USA","institution_ids":["https://openalex.org/I102322142"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5025921875","display_name":"Xumu Zhang","orcid":"https://orcid.org/0000-0001-5700-0608","observed_orcids":["https://orcid.org/0000-0001-5700-0608","https://orcid.org/0000-0002-4395-2728"]},"institutions":[{"id":"https://openalex.org/I102322142","display_name":"Rutgers, The State University of New Jersey","ror":"https://ror.org/05vt9qd57","country_code":"US","type":"education","lineage":["https://openalex.org/I102322142"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Xumu Zhang","raw_affiliation_strings":["Rutgers, the State University of New Jersey, Piscataway, NJ, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Rutgers, the State University of New Jersey, Piscataway, NJ, USA","institution_ids":["https://openalex.org/I102322142"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100318325","display_name":"W\u011bi Li","orcid":"https://orcid.org/0000-0002-9522-4474","observed_orcids":["https://orcid.org/0000-0002-9522-4474","https://orcid.org/0000-0003-4136-3409","https://orcid.org/0009-0009-9141-6389"]},"institutions":[{"id":"https://openalex.org/I102322142","display_name":"Rutgers, The State University of New Jersey","ror":"https://ror.org/05vt9qd57","country_code":"US","type":"education","lineage":["https://openalex.org/I102322142"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Wei Li","raw_affiliation_strings":["Rutgers, The State University of New Jersey, Piscataway, NJ, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Rutgers, The State University of New Jersey, Piscataway, NJ, USA","institution_ids":["https://openalex.org/I102322142"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5025921875","display_name":"Xumu Zhang","orcid":"https://orcid.org/0000-0001-5700-0608","observed_orcids":["https://orcid.org/0000-0001-5700-0608","https://orcid.org/0000-0002-4395-2728"]},"institutions":[{"id":"https://openalex.org/I102322142","display_name":"Rutgers, The State University of New Jersey","ror":"https://ror.org/05vt9qd57","country_code":"US","type":"education","lineage":["https://openalex.org/I102322142"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Xumu Zhang","raw_affiliation_strings":["Rutgers, The State University of New Jersey, Piscataway, NJ, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Rutgers, The State University of New Jersey, Piscataway, NJ, USA","institution_ids":["https://openalex.org/I102322142"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I102322142"],"apc_list":null,"apc_paid":null,"fwci":null,"has_fulltext":false,"cited_by_count":0,"citation_normalized_percentile":null,"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":null,"first_page":"1","last_page":"7"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11748","display_name":"Organophosphorus compounds synthesis","score":0.8047000169754028,"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/T11748","display_name":"Organophosphorus compounds synthesis","score":0.8047000169754028,"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/T13239","display_name":"Phosphorus compounds and reactions","score":0.057500001043081284,"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/T10807","display_name":"Synthesis and characterization of novel inorganic/organometallic compounds","score":0.03849999979138374,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/phosphine-ligands","display_name":"phosphine ligands","score":0.6269999742507935},{"id":"https://openalex.org/keywords/rhodium-i-complexes","display_name":"rhodium(I) complexes","score":0.8650000095367432},{"id":"https://openalex.org/keywords/asymmetric-hydrogenation","display_name":"asymmetric hydrogenation","score":0.8309999704360962},{"id":"https://openalex.org/keywords/asymmetric-catalysis","display_name":"asymmetric catalysis","score":0.9480000138282776},{"id":"https://openalex.org/keywords/homogeneous-catalysis","display_name":"homogeneous catalysis","score":0.7680000066757202},{"id":"https://openalex.org/keywords/chiral-ligands","display_name":"chiral ligands","score":0.6140000224113464}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7593554258346558},{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.6973090767860413},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.6423404216766357},{"id":"https://openalex.org/C2777716191","wikidata":"https://www.wikidata.org/wiki/Q207877","display_name":"Phosphine","level":3,"score":0.6358988285064697},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.5735869407653809},{"id":"https://openalex.org/C2781082197","wikidata":"https://www.wikidata.org/wiki/Q3270838","display_name":"Phosphine oxide","level":4,"score":0.5632925629615784},{"id":"https://openalex.org/C521398313","wikidata":"https://www.wikidata.org/wiki/Q1087","display_name":"Rhodium","level":3,"score":0.5537133812904358},{"id":"https://openalex.org/C116569031","wikidata":"https://www.wikidata.org/wiki/Q899107","display_name":"Ligand (biochemistry)","level":3,"score":0.495510458946228},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.4936288595199585},{"id":"https://openalex.org/C155574463","wikidata":"https://www.wikidata.org/wiki/Q170731","display_name":"Solubility","level":2,"score":0.4891796410083771},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.47354239225387573},{"id":"https://openalex.org/C109474758","wikidata":"https://www.wikidata.org/wiki/Q1411716","display_name":"Homogeneous catalysis","level":3,"score":0.4392756223678589},{"id":"https://openalex.org/C66974803","wikidata":"https://www.wikidata.org/wiki/Q10359898","display_name":"Nuclear magnetic resonance spectroscopy","level":2,"score":0.4364085793495178},{"id":"https://openalex.org/C3141732","wikidata":"https://www.wikidata.org/wiki/Q568761","display_name":"Enantiomeric excess","level":4,"score":0.42351624369621277},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3732728064060211},{"id":"https://openalex.org/C13965031","wikidata":"https://www.wikidata.org/wiki/Q243545","display_name":"Nuclear chemistry","level":1,"score":0.3388060927391052},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.22584116458892822},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1002/047084289x.rn01215","doi":"https://doi.org/10.1002/047084289x.rn01215","is_oa":false,"landing_page_url":"https://doi.org/10.1002/047084289x.rn01215","pdf_url":null,"source":{"id":"https://openalex.org/S4306464293","display_name":"Wiley eBooks","issn_l":null,"issn":null,"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":"ebook platform"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Encyclopedia of Reagents for Organic Synthesis","raw_type":"reference-entry"},{"id":"doi:10.1002/047084289x.rn01215.pub2","doi":"https://doi.org/10.1002/047084289x.rn01215.pub2","is_oa":false,"landing_page_url":"https://doi.org/10.1002/047084289x.rn01215.pub2","pdf_url":null,"source":{"id":"https://openalex.org/S4306464293","display_name":"Wiley eBooks","issn_l":null,"issn":null,"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":"ebook platform"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Encyclopedia of Reagents for Organic Synthesis","raw_type":"reference-entry"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":50,"referenced_works":["https://openalex.org/W1972813277","https://openalex.org/W1975727727","https://openalex.org/W1980277365","https://openalex.org/W1985103953","https://openalex.org/W1985161092","https://openalex.org/W1985918520","https://openalex.org/W1989833945","https://openalex.org/W1990327917","https://openalex.org/W1993509542","https://openalex.org/W1996268120","https://openalex.org/W1996286799","https://openalex.org/W2002299128","https://openalex.org/W2003192950","https://openalex.org/W2004787393","https://openalex.org/W2007836711","https://openalex.org/W2015134748","https://openalex.org/W2022670739","https://openalex.org/W2026099663","https://openalex.org/W2029694100","https://openalex.org/W2047462831","https://openalex.org/W2049530110","https://openalex.org/W2076514668","https://openalex.org/W2080475173","https://openalex.org/W2080837063","https://openalex.org/W2087260599","https://openalex.org/W2089282372","https://openalex.org/W2101830935","https://openalex.org/W2110010551","https://openalex.org/W2121171865","https://openalex.org/W2131908868","https://openalex.org/W2132843264","https://openalex.org/W2135763966","https://openalex.org/W2139401176","https://openalex.org/W2142145998","https://openalex.org/W2143528061","https://openalex.org/W2143882204","https://openalex.org/W2144296630","https://openalex.org/W2152105505","https://openalex.org/W2153533685","https://openalex.org/W2158647082","https://openalex.org/W2162420040","https://openalex.org/W2312484894","https://openalex.org/W2324170545","https://openalex.org/W2949483404","https://openalex.org/W2950612126","https://openalex.org/W2951708303","https://openalex.org/W2952059395","https://openalex.org/W2952701004","https://openalex.org/W2953246103","https://openalex.org/W4241881394"],"related_works":["https://openalex.org/W2130187309","https://openalex.org/W2111123259","https://openalex.org/W2149352105","https://openalex.org/W2158647082","https://openalex.org/W2185453582","https://openalex.org/W2142033278","https://openalex.org/W2105737689","https://openalex.org/W2130610353","https://openalex.org/W2188665056","https://openalex.org/W2122618700"],"abstract_inverted_index":{"[528814-26-8]":[0],"C24H32P2":[1,11],"(MW":[2,12],"382.46)":[3,13],"InChI":[4,14],"=":[5,8,15,18,54],"1S/C24H32P2/c1-23(2,3)25-15-17-11-7-9-13-19(17)21(25)22-20-14-10-8-12-18(20)16-26(22)24(4,5)6/h7-14,21-22H,15-16H2,1-6H3/t21-,22-,25+,26+/m1/s1":[6],"InChIKey":[7,17],"HCBRTCFUVLYSKU-PWGHIRGTSA-N":[9],"[795290-34-5]":[10],"1S/C24H32P2/c1-23(2,3)25-15-17-11-7-9-13-19(17)21(25)22-20-14-10-8-12-18(20)16-26(22)24(4,5)6/h7-14,21-22H,15-16H2,1-6H3/t21-,22-,25+,26+/m0/s1":[16],"HCBRTCFUVLYSKU-CNXCYTMISA-N":[19],"(optically":[20],"active":[21],"reagent":[22,205],"used":[23],"as":[24],"a":[25,174],"ligand":[26],"for":[27,57],"asymmetric":[28,39],"catalysis;":[29],"its":[30],"rhodium(I)":[31],"complexes":[32],"are":[33,89,222],"highly":[34],"enantioselective":[35],"catalysts":[36],"in":[37,62,104,125,156],"homogeneous":[38],"hydrogenation":[40],"reactions)":[41],"Alternate":[42],"Names:":[43],"(1R,1\u2032R,2S,2\u2032S)-DuanPhos":[44],"and":[45,65,130,187,210,214],"(1S,1\u2032S,2R,2\u2032R)-DuanPhos.":[46],"Physical":[47],"Data:":[48],"mp":[49],"214\u2013246":[50],"\u00b0C,":[51],"+18\u00b0":[52],"(c":[53],"1.0,":[55],"CH3Cl)":[56],"the":[58,86,105,116,122,126,133,149,157,162,182,204],"(1R,1\u2032R,2S,2\u2032S)-enantiomer.":[59],"Solubility:":[60],"soluble":[61],"THF,":[63],"CH2Cl2,":[64],"other":[66],"common":[67],"organic":[68],"solvents.":[69],"Analysis":[70],"of":[71,107,121,128,148,159,193],"Reagent":[72],"Purity:":[73],"optical":[74],"rotation;":[75],"NMR":[76],"spectroscopy.":[77],"Form":[78],"Supplied":[79],"in:":[80],"colorless":[81],"crystals,":[82],"Sigma\u2013Aldrich.":[83],"Preparative":[84],"Methods:":[85],"DuanPhos":[87,194],"ligands":[88],"readily":[90],"synthesized":[91],"from":[92],"1,2-benzenedimethanol":[93],"(eq":[94],"1).1":[95],"The":[96,142],"derived":[97],"cyclic":[98],"sulfate":[99],"is":[100,144,164,206],"treated":[101],"with":[102,112,140,154,168],"tert-butylphosphine":[103],"presence":[106,127,158],"n-BuLi,":[108],"followed":[109,137],"by":[110,138,146,166],"oxidation":[111,202],"H2O2,":[113],"to":[114,197],"afford":[115],"corresponding":[117],"phosphine":[118,123],"oxide.":[119],"Homocoupling":[120],"oxide":[124,153],"CuCl2":[129],"LDA":[131],"gives":[132],"racemic":[134],"bis(phosphine)":[135,152],"oxide,":[136],"resolution":[139,167],"l-DBT\u00b7H2O.":[141],"(1R,1\u2032R,2S,2\u2032S)-enantiomer":[143],"obtained":[145,165],"reduction":[147],"enantiomerically":[150],"pure":[151,183],"trichlorosilane":[155],"triethylamine.":[160],"Similarly,":[161],"(1S,1\u2032S,2R,2\u2032R)-enantiomer":[163],"d-DBT\u00b7H2O.":[169],"(1)":[170],"Purification:":[171],"passing":[172],"through":[173],"short":[175],"silica":[176],"gel":[177],"plug":[178],"under":[179,216],"N2":[180],"afforded":[181],"phosphine.":[184],"Handling,":[185],"Storage,":[186],"Precautions:":[188],"although":[189],"an":[190,217],"ether":[191],"solution":[192],"was":[195],"exposed":[196],"air":[198],"overnight":[199],"without":[200],"any":[201],"detected,1":[203],"still":[207],"considered":[208],"air-sensitive":[209],"should":[211],"be":[212],"handled":[213],"stored":[215],"inert":[218],"atmosphere.":[219],"Toxicity":[220],"data":[221],"not":[223],"available.":[224]},"counts_by_year":[],"updated_date":"2026-11-05T12:25:35.769452","created_date":"2016-06-24T00:00:00"}