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31P chemical shifts and 31P—−13C coupling effects in the stereochemical analysis of benzo-7-phosphanorbornene derivatives

✍ Scribed by Louis D. Quin; F. Christian Bernhardt

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
514 KB
Volume
23
Category
Article
ISSN
0749-1581

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✦ Synopsis

The first phosphines based on the benzo-7-phosphanorbornene system have been prepared and found to have extremely deshielded "P nuclei. The phosphie with a P-tert-butyl group gives the most downfield value (6 +152.5) ever recorded for a tertiary phosphiue. The lone-pair orientation in phosphines controls the magnitude of *J(PC) and "J(PC), and these effects were used to determine stereochemical features of the phosphines. These compounds were formed by HSiC&-pyridine reduction of the Diels-Alder adducts of isophosphmdole oxides with norbornadiene. 13C NMR was also used to confirm the assignment of these phosphine oxides.

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