Modular synthesis of aliphatic polyketones via site-selectivemonosilylation of 3,3-disubstituted pentane-2,4-diones

摘要

Aliphatic polyketones are an important class of materials with numerous biological andindustrial utilities.The stability and functionality of such polyketones are mainly determinedby the pattern of ketone sequence and overall chain length.Recently,we have demonstrateddiscrete syntheses of long oligoketones comprising of alternating 1,3-and 1,4-diketones up to16 carbonyl groups.Here,terminal-selective silylation of oligoketones comprising of 3,3-dimethylpentane-2,4-dione (1) units was the key reaction to obtain stable,longer polyketoneswith precise chain lengths.Since post-synthetic chemical transformation of such polyketonescan provide functional chromophores and metal-organic nanostructures,derivatization andfunctionalization of polyketones can be further advantageous.