(S)-5,5'-二氨基-2,2'-双二苯基膦基-1,1'-联萘的绿色合成

Green Synthesis of (S)-5,5'-diamino-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl

以2,2'-双二苯基磷基-1,1'-联萘[(S)-1]为原料,与H2O2经氧化反应制得(S)-2,2'-双二苯基磷氧基-1,1'-联萘[(S)-2];(S)-2经酸性树脂催化硝化制得(S)-5,5'-二硝基-2,2'-双二苯基磷氧基-1,1'-联萘[(S)-3)];(S)-3经Pd/C催化硝基氢化还原制得(S)-5,5'-二氨基-2,2'-双二苯基磷氧基-1,1'-联萘[(S)-4];(S)-4经HSi Cl3/PPh3还原制得(S)-5,5'-二氨基-2,2'-双二苯基膦基-1,1'-联萘,总产率65.6%,其结构经1H NMR,31P NMR和IR确证。

（ S）-2,2＇-bis（ diphenylphosphino）-1,1＇-binaphthyl dioxide[（ S）-2]was obtained by oxidation,using H2O2 as the oxidant and（ S）-2,2＇-bis（ diphenylphosphino）-1,1＇-binaphthyl[（ S）-1]as the starting material.（ S）-5,5＇-dinitro-2,2＇-bis（ diphenylphosphino）-1,1＇-binaphthyl dioxide[（ S）-3]was obtained by nitration of（ S）-2 catalyzed by acidic resin.（ S）-5,5＇-diamino-2,2＇-bis（ diphenylphosphino）-1,1＇-binaphthyl dioxide[（ S）-4] was obtained by hydrogenation reduction of[（ S）-3]catalyzed by Pd /C.（ S）-5,5＇-diamino-2,2＇-bis（ diphenylphosphino）-1,1＇-binaphthyl was synthesized by reduction of（ S）-4 catalyzed by HSi Cl3/ PPh3. The total yield was 65. 6%. The structures were confirmed by1 H NMR,31 P NMR and IR.