ISSN:
0170-2041
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
4-Alkyl(Aryl)-λ3-phosphorins from Butoxy-4-alkyl(aryl)-4-methoxy-1,4-dihydrophosphorinsThe (1 Z,4Z)-1,5-dilithio-3-R-3-methoxy-1,4-pentadienes9 have been obtained by cleavage of 1,1-dibutyl-4-R-4-methoxy-1,4-dihydrostannis1 with butyllithium. Reaction of9 with butoxydichlorophosphorane at -78°C gives the cis/trans-isomeric 1-butoxy-4-R-4-methoxy-1,4-dihydrophosphorins17. Their reduction with LiAlH4 leads to the monosubstituted 4-R-λ3-phosphorins3 [R = CH3, C2H5, C(CH3)3, cyclo-C6H11, C6H5] in good yields. - The 1H-NMR spectra of the λ3-phosphorins are analyzed and computer-simulated, the 13C-NMR, UV, and mass spectra are discussed in detail.
Notes:
Die aus 1,1-Dibutyl-4-R-4-methoxy-1,4-dihydrostanninen1 durch Spaltung mit BuLi erhältlichen (1 Z,4Z)-1,5-Dilithio-3-R-3-methoxy-1,4-pentadiene9 reagieren mit Butoxydichlorphosphan bei -78°C zu den cis/trans-isomeren 1-Butoxy-4-R-4-methoxy-1,4-dihydrophosphorinen17. Durch deren Reduktion mit LiAlH4 werden in guten Ausbeuten die monosubstituierten 4-R-λ3-phosphorine3 [R = CH3, C2H5, C(CH3)3, cyclo-C6H11, C6H5] erhalten. - Die 1H-NMR-Spektren der λ3-Phosphorine werden analysiert und simuliert, die 13C-NMR-, UV- und Massenspektren werden ausführlich diskutiert.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.198119810513
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