Synthesis of 2‐Phosphaindolizine and [1,3]Azaphospholo[1,5‐ a ]quinoline
Autor: | Konstantin Karaghiosoff, Jörn Martens, Christina Hettstedt, Robert J. Mayer, Sarah Linert |
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Rok vydání: | 2015 |
Předmět: | |
Zdroj: | European Journal of Inorganic Chemistry. 2016:726-735 |
ISSN: | 1099-0682 1434-1948 |
DOI: | 10.1002/ejic.201501120 |
Popis: | The reaction of (chloromethyl)dichlorophosphine (1) with 2-[(trimethylsilyl)methyl] pyridine (6) and 2-[(trimethylsilyl) methyl] quinoline (12) in THF affords unsubstituted parent 2-phosphaindolizine (5) and [1,3]azaphospholo[1,5-a] quinoline (7). Multinuclear low-temperature NMR spectroscopy was used to investigate the reaction mechanism;a cascade of substitution and cyclization steps involving transient picolylphosphines and phosphorus heterocycles was identified. The molecular and crystal structures of two heterocyclic intermediates and of 7 were determined by single-crystal X-ray diffraction. Moreover, all intermediates and products were characterized by multinuclear H-1, C-13 and P-31 NMR spectroscopy. |
Databáze: | OpenAIRE |
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