Novel Concepts in Directed Biaryl Synthesis, XVI. Synthesis and Structure of Benzonaphthopyrans; Helically Distorted, Bridged Biaryls with Different Steric Hindrance at the Axis
- 24 July 1992
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1992 (7) , 769-775
- https://doi.org/10.1002/jlac.1992199201127
Abstract
A simple two‐step synthesis of a series of ether‐type bridged biaryls 3, as favorable models for studies of helimerization processes, is described. Starting from the known corresponding lactones 1, a variety of differently substituted representatives 3 is prepared, greatly varying by the degree of steric hindrance and thus molecular distortion. NMR spectroscopy and especially X‐ray diffraction reveal the ethers 3 to be helically distorted, depending on the size of the ortho substituents R.Keywords
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