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
Hauptverfasser: Knöpke, Leif R., Reimann, Sebastian, Spannenberg, Anke, Langer, Peter, Brückner, Angelika, Bentrup, Ursula
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Sprache:eng
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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
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-012-0890-6