, Volume 144, Issue 3, pp 421-428
Date: 17 Jan 2013

Synthesis of a functionalized chromane derivative via a TiCl4-mediated cyclization reaction

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Abstract

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 TiCl4 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