ISSN:
1042-7163
Keywords:
Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reactions of P(MeNCH2CH2)3N, 1, with Mel, EtI, EtBr, n-PrBr, n-BuI, i-PrBr, PhCH2CHBrCH3, MeCHBr(CH2)4Me, s-BuBr, and t-BuBr were studied. The reactions of the primary alkyl halides produced the corresponding phosphonium cationic compounds, whereas the secondary and tertiary halides underwent elimination to form the corresponding olefins and the protonated form of 1. Based on 1H and 13C NMR studies, it appears that elimination is exclusively trans, favoring the Saytzeff product. It was also observed that this reaction is enhanced by the solvent CH3CN. The X-ray crystal structure of [Me(I)] I is also reported, featuring a transannular distance of 2.773 Å (2) facilitated by a rather wide average equatorial MeN-P-NMe bond angle of 113.1 (2)°. © 1996 John Wiley & Sons, Inc.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
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