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O=P(i-PrNCH2CH2)3NCH3+: Novel effect of quaternization on the structural metrics of the bicyclic cage

✍ Scribed by Xiaodong Liu; Brad Logsdon; Robert A. Jacobson; John G. Verkade

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 173 KB
Volume: 10
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1999)10:3<255::aid-hc13>3.0.co;2-e

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✦ Synopsis

The title cation features the longest distance between the bridgehead atoms (3.56 A ˚) so far recorded for phosphatrane cages despite a nontetrahedral CN brigehead C angle (ϳ114Њ). The 70.8Њ N bridgehead CCN torsion angles in the bridging moieties produce a substantial twist along the C 3 axis of the structure that does not easily allow racemization of the cage. The resulting rigidity of the twisted cage gives rise to AB patterns for the methylene protons of this cation and its analogues.

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