Multinuclear NMR spectroscopic studies of some organometallic N-substituted anilines

Brian K. Barr, Elizabethtown College
Amy J. Herman, Elizabethtown College
Lori K. Myers, Elizabethtown College
Pamela I. Young, Elizabethtown College
Charles D. Schaeffer, Elizabethtown College
Hilary J. Eppley, Franklin and Marshall College, Lancaster
Julie C. Otter, Franklin and Marshall College, Lancaster
Claude H. Yoder, Franklin and Marshall College, Lancaster


Proton, carbon-13, nitrogen-15, fluorine-19, and silicon-29 NMR chemical shifts and coupling constants are reported for nine N-substituted anilines of the type XC H N(H)Y, where X H and F, and Y Si(CH ) , Ge(CH ) , Sn(CH ) , and P(BH )(CH ) , and the N isotopomer of N-trimethylsilylaniline. Resonances in the natural-abundance carbon-13 NMR spectra for both sets of derivatives are assigned on the basis of additivity relationships, proton-coupled spectra, and relative magnitudes of |J( P C)| and |J( F C)| coupling constants where appropriate. Carbon-13 and fluorine-19 chemical shifts, and | J( C H)| coupling constants indicate that the P(BH )(CH ) group is substantially electron-withdrawing. © 1992. 6 4 3 3 3 3 3 3 3 3 2 3 3 2 15 31 13 19 13 1 13 1