The spin-spin coupling between nonbonded atoms in close proximity has sometimes been observed. Mallory and coworkers have seen such through space coupling between fluorine, nitrogen and carbon atoms1 and this group has observed 31P-13C coupling in compound 1 .2 Recently, we synthesized the macrobicyclic in,in-bisphosphine 2 , which has two interacting bridgehead phosphines that show strong spin-spin coupling of the phosphorus atoms. The in,in-bisphosphine hydrochloride 3  also shows spin-spin coupling between all three atoms (P, H and P) along the central axis.3 Similarly, the hydrosilane derivative 4  shows coupling between the central hydrogen, phosphorus and silicon atoms. The X-ray structures and other properties of these compounds are discussed.    (1) Mallory, F. B. et al. J. Am. Chem. Soc. 2000 , 122, 4108-4116, and references cited.(2) Pascal, R. A., Jr.; West, A. P., Jr.; Van Engen, D. J. Am. Chem. Soc. 1990 , 112, 6406�6407.(3) Zong, J.; Mague, J. T.; Kraml, C. M.; Pascal, R. A., Jr. Org. Lett. 2013 , 15, 2179-2181.

Through space coupling in macrobicycles with heteroatomic bridgehead functionality

247th National Meeting (2014)

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