ABSTRACT

Our interest in the development of advanced functional molecules leads to incorporation of a biological function such as a receptor into optical materials because the cooperation of those functions would produce new types of hyper-structured molecules. In this context, recently, we have been intrigued by the synthesis of chromogenic receptors that are defined dye molecules capable of binding a guest in the antenna segment. The binding of the guest induces a change in the physical properties of the chromophore as an optical sensory site which can be monitored. These optical receptors have attracted considerable attention as efficient spectrophotometric ana­ lytical reagents for the detection of particular species, as well as for funda­ mental aspects of molecular devices possessing recognition and signal sensing. This chapter is extended in two related directions: (1) the incorp­ oration of a certain indoaniline chromophore as an optically sensory group into calixarene platforms bearing guest-binding sites produced new types of chromogenic calixarene-type receptors; (2) a chiral calix[4]crown possess­ ing an optically active l,l'-binaphthyl unit and two indophenol chromophores was synthesized as a molecular sensor capable of translating a chiral recog­ nition event into a discernible color change. In this way, simple monitoring systems for biologically and/or chemically important species are discussed.