The Synthesis of Stereoisomeric Bisdehydrothia[l7]annulenes and Their Dioxides

Abstract

The NMR spectra of the aza [17]annulenes (3b)-(3e) (100 MHz, CDCI,) were almost identical, except for the bridge substituents, and exhibited bands a t T = 2.87 (s, HA), 2.47 (d, J = 16.0 Hz, HB), 6.55 (d, J = 16.0 Hz, H' ), and 6.39 (s, N-CH,). These spectra show the compounds to Received: June 26, 1972 [Z 684a IE] German version: Angew. Chem. 84.896 (1972) [I] Unsaturated Macrocyclic Compounds. Part 91LPart 90: P. J Bwhv and F. Sondheimer. J. Amer Chem. SOC. 94. 2128 (1972). Received: June 26, 1972 [ Z 684b IE] German version: Angew. Chem. 84.897 (1972) [I] Unsaturated Macrocyclic Compounds. Part 92.-Part 91 : P. J. [Z 689a IE] German version: Angew. Chem. 84.898 (1972) [l] Theory and Application of Photoelectron Spectroscopy, Part 13. This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der chemischen Industrie. -Part 12. W . Thiel and A . Schweig, Chem. Phys. Lett.. in press.