Macrocyclic compounds historical

In this chapter, we present the investigations of the major structural and physical properties of macrocyclic compounds in historical order. First, we compare the chemical and X-ray ciystal structures and the physical properties of the four key classes of compounds, cyclodextrins, crown ethers, calbc[n]arenes and cucurbit[n]urils, which have been dominant in the field of supramolecular chemistry. Other well-known and useful host molecules, and recently discovered compounds with great potential in the field of macrocyclic chemistry, are also described. Second, we discuss the desired properties of macrocyclic compounds, and the advantages of the novel macrocyclic compounds pillar[ ]arenes compared with the four key classes of compounds. 

From the historical background of macrocyclic compounds, the factors that make macrocyclic compounds widely usable in a wide variety of applications are as follows ... 

In this section, apart from a very short historical introduction, the use of genetic modifications to biosynthetic pathways to biochemically produce and identify macrocyclic molecules that have Hsp90 binding activity, giving structures that have not yet been approached synthetically, will be presented. A much fuller story of the discoveries that led to the clinical development of a number of macrocyclic compounds as Hsp90 inhibitors using the basic geldanamycin skeleton will be presented in Chapter 2. It should be noted... 

Historically, there have been a number of cases where the synthesis of new macrocyclic hosts has appeared as a product of chance. For example, crown ethers were first synthesized by Pedersen in 1967. However, he obtained the crown ether as a minor product by chance when he synthesized another compound. He observed that etherification between bi-functional catechol and l,2-bis(2-chloroetho>gr)ethane afforded dibenzo-18-crown-6 as a minor product (Scheme 2.1). 

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