Synthesis of a functionalized chromane derivative via a TiCl4-mediated cyclization reaction
The reaction of 1-methoxy-1,3-bis(silyloxy)-1,3-butadiene with N -salicylideneaniline results in the formation of a functionalized chromane derivative. Diffuse reflectance UV–Vis, ATR-IR, and Raman spectroscopic investigations showed that the reaction proceeds via formation of a titanium complex con...
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Veröffentlicht in: | Monatshefte für Chemie 2013-03, Vol.144 (3), p.421-428 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | The reaction of 1-methoxy-1,3-bis(silyloxy)-1,3-butadiene with
N
-salicylideneaniline results in the formation of a functionalized chromane derivative. Diffuse reflectance UV–Vis, ATR-IR, and Raman spectroscopic investigations showed that the reaction proceeds via formation of a titanium complex consisting of TiCl
4
and two molecules of the
N
-salicylideneaniline. In situ ATR-IR spectroscopy reveals that this 2:1 complex is responsible for the subsequent mode of interaction with the 1,3-bis(silyloxy)-1,3-butadiene and formation of the product.
Graphical abstract |
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ISSN: | 0026-9247 1434-4475 |
DOI: | 10.1007/s00706-012-0890-6 |