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High-resolution nuclear magnetic resonance spectra of phenanthrenes–IV Phenyl derivatives of phenanthrene

✍ Scribed by K. D. Bartle; P. M. G. Bavin; D. W. Jones

Publisher
John Wiley and Sons
Year
1970
Tongue
English
Weight
474 KB
Volume
2
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Proton magnetic resonance spectra at 60 MHz are reported for 9, 9′‐biphenanthryl, 1‐phenylfluoranthene, 9‐benzylphenanthrene, 1‐, 4‐ and 9‐phenylphenanthrenes and 9‐methyl‐10‐phenylphenanthrene, all in CS~2~ solution. Approximate values of some of the chemical shifts and coupling constants were extracted from the overlapped and often collapsed AB, ABC ABCD and AA′BB′C (phenyl) spin systems. By comparison with data for phenanthrene itself, estimates have been made for the dihedral angle, θ, between the planes of the phenyl ring and the phenanthrene nucleus in phenylphenanthrenes. These lead, except for 9‐phenylphenanthrene for which the angle derived from H(10) by PMR is higher than UV suggests, to plausible values for θ: 90°, 75°, 40° and 45 to 60°, for 4‐phenyl, 9‐methyl‐10‐phenyl‐, 1‐ and 9‐phenylphenanthrenes, respectively.

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