Synthesis of 1,9-Nonanedial via Oct-7-enal in Rhodium-catalyzed Hydroformylation
As important chemical intermediates,aliphatic dialdehyde are synthesized by hydroformylation,normally,and can be further transformed to diacid,diol,diester,diamine and other important chemicals through oxidation,reduction,reductive esterification,reductive amination and other processes.Herein,we report the rhodium-catalyzed hydroformylation of oct-7-enal to prepare 1,9-nonanedial.The effects of the phosphine ligands and the reaction conditions on the catalytic performance in the hydroformylation were investigated in detailed.Under the Rh(Ⅰ)/Xantphos catalytic system and the optimal reaction conditions,the oct-7-enal was almost completely conversed and 1,9-nonanedial in 86％yield was produced.Notably,the ratio of linear/branched aldehyde reached 27 and the TON reached 49 500.Meanwhile,the mechanisms of hydroformylation and side reactions were discussed.
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