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Halogen Bonding to the Azulene Pi-System: Cocrystal Design of Pleochroism

preprint
submitted on 07.07.2020 and posted on 08.07.2020 by Jogirdas Vainauskas, Filip Topic, Oleksandr S. Bushuyev, Christopher J. Barrett, Tomislav Friscic
We describe the rational development of a design to create pleochroic molecular solids, by using C-I...pi halogen bonds to pre-organise different types of chromophores in a cocrystal. Using as a blueprint the structure of a non-dichroic cocrystal of naphthalene, we show how the systematic introduction of chromophores able to act as halogen bond donors or acceptors enables the construction of optically interesting dichroic or pleochroic solids, demonstrating the reliability of C-I...pi halogen bonds in designing new properties.

Funding

NSERC RGPIN-2017-06467

NSERC RGPAS 507837-17

Vanier Graduate Scholarship (OSB)

Banting Post-doctoral Fellowship (FT)

History

Email Address of Submitting Author

tomislav.friscic@mcgill.ca

Institution

McGill University

Country

Canada

ORCID For Submitting Author

0000-0002-3921-7915

Declaration of Conflict of Interest

No conflict of interest.

Version Notes

This is version 1.

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