Small, strained cyclophanes with methine hydrogens projected toward the centers of aromatic rings

…, CG Winans, D Van Engen

Index: Pascal, Robert A.; Winans, Charles G.; Van Engen, Donna Journal of the American Chemical Society, 1989 , vol. 111, # 8 p. 3007 - 3010

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Citation Number: 38

Abstract

Abstract: The syntheses of 2, 8, 17-trithia-in-[35,'2][9] metacyclophane, 2, 7, 16-trithia-in- [35~''][8] metacyclophane, and 2, 6, 1 5-trithia-in-[34s10][7] metacyclophane are described. Due to the extreme proximity of the apical methine hydrogen atoms and the centers of the aromatic rings, the compounds display very high field'H NMR resonances and very high frequency IR CH stretching bands. X-ray crystallographic analyses of the latter two ...