Bis(1,1‐dimethylethyl)[2′,4′,6′‐tris‐(1‐methylethyl)[1,1′‐biphenyl]‐2‐yl]‐phosphine and Dicyclohexyl[2′,4′,6′‐tris(1‐methylethyl)[1,1′‐biphenyl]‐2‐yl]phosphine DOI
E. Herrero-Gómez, Antonio M. Echavarren, Ekaterina V. Vinogradova

и другие.

Encyclopedia of Reagents for Organic Synthesis, Год журнала: 2021, Номер unknown, С. 1 - 17

Опубликована: Апрель 30, 2021

XPhos [564483-18-7] C33H49P (MW 476.72) InChI = 1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3 InChIKey UGOMMVLRQDMAQQ-UHFFFAOYSA-N (bulky, electron-rich monophosphine used as ligand in transition-metal-catalyzed reactions, especially the context of Pd chemistry) Alternative Names: 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl biphenyl, XPhos. Physical Data: mp 187–190 °C. Solubility: soluble most organic solvents. Form Supplied in: white solid; widely available. t-BuXPhos [564483-19-8] C29H45P 424.65) 1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3 SACNIGZYDTUHKB-UHFFFAOYSA-N Pd-catalyzed reactions) 2-di-t-butylphosphino-2′,4′,6′-triisopropyl t-BuXPhos, di-t-BuXPhos. 148–151 Handling, Storage, and Precautions: oxidation these related phosphines has been examined.1 The presence three isopropyl groups on 2′, 4′, 6′ positions nonphosphine-containing ring reduces their reactivity toward atmospheric oxygen to less than 3% at room temperature toluene solution after 65 h. Under an atmosphere O2 100 °C for h only 28% 13% phosphine oxide are formed from tert-BuXPhos, respectively. Preparative Method: can be prepared by reaction 2-bromochlorobenzene with Grignard reagent 1-bromo-2,4,6-triisopropylbenzene THF, followed addition catalytic CuCl ClPCy2. A similar procedure using CIPtBu2 was applied synthesis t-BuXPhos.2

Язык: Английский

Palladium(0)‐Catalyzed Carbonylations DOI
Jianming Liu, Chengtao Yue, Fuwei Li

и другие.

Опубликована: Окт. 1, 2021

Transition metal-catalyzed carbonylative reactions have been recognized as powerful and effective tools for constructing carbonyl derivatives such esters, amide, ketone, α,β-alkynyl ketone. These compounds represent important structural motifs in natural products, pharmaceuticals, functional materials. The palladium(0)-catalyzed carbonylations of different substrate classes using carbon monoxide (CO) a source enable the syntheses above concisely economically. Here, main achievements on diverse are summarized discussed.

Язык: Английский

Процитировано

2
Bis(1,1‐dimethylethyl)[2′,4′,6′‐tris‐(1‐methylethyl)[1,1′‐biphenyl]‐2‐yl]‐phosphine and Dicyclohexyl[2′,4′,6′‐tris(1‐methylethyl)[1,1′‐biphenyl]‐2‐yl]phosphine DOI
E. Herrero-Gómez, Antonio M. Echavarren, Ekaterina V. Vinogradova

и другие.

Encyclopedia of Reagents for Organic Synthesis, Год журнала: 2021, Номер unknown, С. 1 - 17

Опубликована: Апрель 30, 2021

XPhos [564483-18-7] C33H49P (MW 476.72) InChI = 1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3 InChIKey UGOMMVLRQDMAQQ-UHFFFAOYSA-N (bulky, electron-rich monophosphine used as ligand in transition-metal-catalyzed reactions, especially the context of Pd chemistry) Alternative Names: 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl biphenyl, XPhos. Physical Data: mp 187–190 °C. Solubility: soluble most organic solvents. Form Supplied in: white solid; widely available. t-BuXPhos [564483-19-8] C29H45P 424.65) 1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3 SACNIGZYDTUHKB-UHFFFAOYSA-N Pd-catalyzed reactions) 2-di-t-butylphosphino-2′,4′,6′-triisopropyl t-BuXPhos, di-t-BuXPhos. 148–151 Handling, Storage, and Precautions: oxidation these related phosphines has been examined.1 The presence three isopropyl groups on 2′, 4′, 6′ positions nonphosphine-containing ring reduces their reactivity toward atmospheric oxygen to less than 3% at room temperature toluene solution after 65 h. Under an atmosphere O2 100 °C for h only 28% 13% phosphine oxide are formed from tert-BuXPhos, respectively. Preparative Method: can be prepared by reaction 2-bromochlorobenzene with Grignard reagent 1-bromo-2,4,6-triisopropylbenzene THF, followed addition catalytic CuCl ClPCy2. A similar procedure using CIPtBu2 was applied synthesis t-BuXPhos.2

Язык: Английский

Процитировано

0