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Deuterium Isotope Effects in C-13 NMR Spectra of trans-Azobenzene

Deuterium isotope effects on C-13 chemical shifts have been determined in a series of deuteriated trans-azobenzene isotopomers. The longest effect observed is the one over ten bonds ((10)Delta) in 4-H-2-isotopomer at C-4' atom amounting to 3.3 ppb. The magnitude and the extent of isotope effects in trans-azobenzene are related to those observed in isoelectronic and conformationally similar trans-stilbene. The sign alternation pattern of the long-range isotope effects in trans-azobenzene parallels that in isoelectronic trans-stilbene, cis-stilbene and trans-N-benzylideneaniline.

Deuterium isotope effects; C-13 NMR; trans-Azobenzene

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