Title: Contrasting frustrated Lewis pair reactivity with selenium- and boron-based Lewis acids

Citation
Wilkins LC, Gunther BAR, Walther M, et al. (2017). Contrasting frustrated Lewis pair reactivity with selenium- and boron-based Lewis acids. Cardiff University. http://doi.org/10.17035/d.2017.0011648620


Access Rights: Data can be made freely available subject to attribution
Access Method: Click to email a request for this data to opendata@cardiff.ac.uk

Dataset Details
Publisher: Cardiff University
Date (year) of data becoming publicly available: 2017
Coverage start date: 01/01/2015
Coverage end date: 18/12/2016
Data format: .cif, .pdf
Software Required: NMR data visualization software e.g. MNOVA
X-ray structure visualization software e.g. Mercury

Estimated total storage size of dataset: Less than 100 megabytes
DOI: 10.17035/d.2017.0011648620

Description

The activation of π-bonds in diynyl esters has been investigated by using soft and hard Lewis acids. In the case of the soft selenium Lewis acid PhSeCl, sequential activation of the alkyne bonds leads initially to an isocoumarin (1 equiv PhSeCl) and then to a tetracyclic conjugated structure with the isocoumarin subunit fused to a benzoselenopyran (3 equiv PhSeCl). Conversely, the reaction with the hard Lewis acidic borane B(C6F5)3 initiates a cascade reaction to yield a complex π-conjugated system containing phthalide and indene subunits. The experimental procedures, NMR data and X-ray data can be found here. 

Results based upon these data are published at http://doi.org/10.1002/anie.201605239


Keywords

Inspection with x-rays, structure-activity relationships, Structure elucidation

Research Areas

Related Projects

Last updated on 2019-22-07 at 15:39