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Controlling the assembly of C2-symmetric molecular tectons using a thiocarbamate appended carbocyclic cleft molecule analogous to Tröger’s base

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posted on 14.06.2016 by Natasha H. Slater, Benjamin Buckley, Mark Elsegood, Simon J. Teat, Marc Kimber
By way of appending the C2-symmetric carbocyclic cleft diol with thiocarbamates with varying substituents, significant control of the hydrogen bonded network can be achieved. Smaller alkyl substituents lead to the formation of stacked columns of components with the apex of one molecule suitably aligned in the cleft of a second. Aryl substituents however, lead to the formation of ribbons via an H-bonding network. Additionally, the packing of these ribbons into networks is considerably different between the enantiopure and racemic clefts, with the latter giving rise to channels within the crystal structure.

Funding

We gratefully acknowledge financial support from Loughborough University (studentship for NHS). The Advanced Light Source is supported by the Director, Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy under Contract No. DE-AC02-05CH11231.

History

School

  • Science

Department

  • Chemistry

Published in

Crystal Growth & Design

Citation

SLATER, N. ... et al., 2016. Controlling the assembly of C2-symmetric molecular tectons using a thiocarbamate appended carbocyclic cleft molecule analogous to Tröger’s base. Crystal Growth and Design, 16 (7), pp. 3846–3852.

Publisher

© American Chemical Society

Version

AM (Accepted Manuscript)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Publication date

2016

Notes

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth and Design, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see: http://pubs.acs.org/doi/abs/10.1021/acs.cgd.6b00388

ISSN

1528-7483

eISSN

1528-7505

Language

en

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