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Effect of an Al(III) Complex on the Regio- and Stereoisomeric Formation of Bicyclic Organic Carbonates

preprint
submitted on 10.01.2020 and posted on 13.01.2020 by Cristina Maquilón, Bart Limburg, Victor Laserna, Diego Garay-Ruiz, Joan González Fabra, Carles Bo, Marta Martinez Belmonte, Eduardo C. Escudero Adán, Arjan. W. Kleij
Valorization of carbon dioxide into organic molecules using catalytic approaches has witnessed an upsurge in recent years. Here, the influence of an Al(III) aminotriphenolate complex on the regio- and stereo-chemical features of the coupling between carbon dioxide and a cyclic epoxy alcohol has been studied. Three distinct bicyclic carbonate products were produced from a single starting material depending on the catalytic conditions. The proposed carbonate configurations were examined by solution and solid phase techniques including NMR spectroscopic and X-ray crystallographic analyses. Control experiments combined with DFT calculations provide a rationale for the distinct catalytic manifolds observed in the presence and absence of the Al(III) complex.

Funding

Cerca program/Generalitat de Catalunya, ICREA, MINECO (CTQ2017-88920-P and CTQ2017-88777-R)

AGAUR (2017-SGR-232 and 2017-SGR-290)

MARIE CURIE COFUND (ProBIST), grant agreement no. 754510

History

Email Address of Submitting Author

blimburg@iciq.es

Institution

Institute of Chemical Research of Catalonia

Country

Spain

ORCID For Submitting Author

0000-0002-7996-2485

Declaration of Conflict of Interest

We declare no conflict of interest.

Version Notes

presubmit version 1.0

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