J. Gagan
1964
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Abstract
Publisher Summary This chapter discusses the eight-membered rings containing, oxygen, sulfur or selenium, and nitrogen and examines their methods of synthesis, properties and typical reactions. Compounds with rings containing one oxygen atom include derivatives of oxocin and the benzoxocins. Eight-membered ring-compounds containing two or more oxygen atoms, comprise of dioxocins and their derivatives, trioxocane and tetraoxocanes. Catenation is favored by sulfur atoms much more than by other heteroatoms and similarly medium and large rings containing a string of sulfur atoms are not uncommon. This tendency has already been shown in the polythiepin series. In the same way that 1H-azepine may be considered to be the vinylogue of pyrrole, azocine, the neutral fully conjugated eight-membered ring containing one nitrogen atom, is the vinylogue of pyridine; both are π-electron analogues of cyclo-octatetraene. Azocines may possess one annellated ring or more than one annellated ring. Eight-membered ring compounds containing two nitrogen atoms include the 1,2-Diazocines, 1,3-Diazocines, 1,4-Diazocines, and 1,5-Diazocines. Triazocine and tetrazocine derivatives belong to the family of eight-membered rings containing three or more nitrogen atoms.