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• W3202040801 abstract "BrettPhos [1070663-78-3] C35H53O2P (MW 536.77) InChI = 1S/C35H53O2P/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28/h19-25,27-28H,9-18H2,1-8H3 InChIKey = WDVGNXKCFBOKDF-UHFFFAOYSA-N (bulky electron-rich monophosphine used as a ligand in palladium-catalyzed reactions) Alternative Name(s): dicyclohexyl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine. Physical Data: mp 187–195 °C. Solubility: insoluble in water. Form Supplied in: white crystals, widely available. Purification: recrystallization from acetone. t-BuBrettPhos [1160861-53-9] C31H49O2P (MW 484.69) InChI = 1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3 InChIKey = REWLCYPYZCHYSS-UHFFFAOYSA-N (bulky electron-rich monophosphine used as a ligand in palladium-catalyzed reactions) Alternative Name(s): di-tert-butyl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine. Physical Data: mp 166–170 °C. Solubility: insoluble in water. Form Supplied in: white crystals, widely available. AdBrettPhos [1160861-59-5] C43H61O2P (MW 640.92) InChI = 1S/C43H61O2P/c1-25(2)34-17-35(26(3)4)39(36(18-34)27(5)6)40-37(44-7)9-10-38(45-8)41(40)46(42-19-28-11-29(20-42)13-30(12-28)21-42)43-22-31-14-32(23-43)16-33(15-31)24-43/h9-10,17-18,25-33H,11-16,19-24H2,1-8H3/t28-,29+,30-,31-,32+,33?,42?,43?,46? InChIKey = NMGHOZQCYNKWBG-AXQZMXNVSA-N (bulky electron-rich monophosphine used as a ligand in palladium-catalyzed reactions) Alternative Name(s): diadamantan-1-yl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine. Physical Data: mp 231–235 °C. Solubility: insoluble in water. Form Supplied in: off-white to yellow powder, widely available. Preparative Methods: BrettPhos can be synthesized from the reaction of the alkyne generated from 2-fluoro-1,4-dimethoxybenzene and n-butyllithium, with the Grignard reagent from 2,4,6-triisopropylbenzene in THF, followed by quenching with iodine. The product of this reaction can be converted to BrettPhos with n-butyllithium and ClPCy2.1 A similar method using ClPt-Bu2 and ClPAd2 with catalytic CuCl was used in the synthesis of t-BuBrettPhos2 and AdBrettPhos,3 respectively. Handling, Storage, and Precautions: incompatible with strong oxidizing agents. Air- and moisture-stable solid." @default.
• W3202040801 created "2021-10-11" @default.
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• W3202040801 date "2021-04-30" @default.
• W3202040801 modified "2023-09-23" @default.
• W3202040801 title "Dicyclohexyl(2′,4′,6′‐triisopropyl‐3,6‐dimethoxy‐[1,1′‐biphenyl]‐2‐yl)phosphine; Di‐ tert ‐butyl(2′,4′,6′‐triisopropyl‐3,6‐dimethoxy‐[1,1′‐biphenyl]‐2‐yl)phosphine; and Diadamantan‐1‐yl(2′,4′,6′‐triisopropyl‐3,6‐dimethoxy‐[1,1′‐biphenyl]‐2‐yl)phosphine" @default.
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• W3202040801 doi "https://doi.org/10.1002/047084289x.rn02389" @default.
• W3202040801 hasPublicationYear "2021" @default.
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