Symmetry breaking in the self-assembly of partially fluorinated benzene-1,3,5-tricarboxamides

P.J.M. Stals; P.A. Korevaar; M.A.J. Gillissen; T.F.A. Greef, de; C.F.C. Fitie; R.P. Sijbesma; A.R.A. Palmans; E.W. Meijer

doi:10.1002/anie.201204727

Symmetry breaking in the self-assembly of partially fluorinated benzene-1,3,5-tricarboxamides

P.J.M. Stals
, P.A. Korevaar
, M.A.J. Gillissen
, T.F.A. Greef, de
, C.F.C. Fitie
, R.P. Sijbesma
, A.R.A. Palmans
, E.W. Meijer

Research output: Contribution to journal › Article › Academic › peer-review

109 Citations (Scopus)

5 Downloads (Pure)

Abstract

The interplay of two subsequent aggregation processes results in a symmetry-breaking phenomenon in an achiral self-assembling system. Partially fluorinated benzene-1,3,5-tricarboxamide molecules self-assemble into a racemic mixture of one-dimensional P- and M-helical aggregates, followed by bundling into optically active higher-order aggregates or fibers (see picture).

Original language	English
Pages (from-to)	11297-11301
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	45
DOIs	https://doi.org/10.1002/anie.201204727
Publication status	Published - 2012

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title = "Symmetry breaking in the self-assembly of partially fluorinated benzene-1,3,5-tricarboxamides",

abstract = "The interplay of two subsequent aggregation processes results in a symmetry-breaking phenomenon in an achiral self-assembling system. Partially fluorinated benzene-1,3,5-tricarboxamide molecules self-assemble into a racemic mixture of one-dimensional P- and M-helical aggregates, followed by bundling into optically active higher-order aggregates or fibers (see picture).",

author = "P.J.M. Stals and P.A. Korevaar and M.A.J. Gillissen and \{Greef, de\}, T.F.A. and C.F.C. Fitie and R.P. Sijbesma and A.R.A. Palmans and E.W. Meijer",

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doi = "10.1002/anie.201204727",

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AU - Stals, P.J.M.

AU - Korevaar, P.A.

AU - Gillissen, M.A.J.

AU - Greef, de, T.F.A.

AU - Fitie, C.F.C.

AU - Sijbesma, R.P.

AU - Palmans, A.R.A.

AU - Meijer, E.W.

PY - 2012

Y1 - 2012

N2 - The interplay of two subsequent aggregation processes results in a symmetry-breaking phenomenon in an achiral self-assembling system. Partially fluorinated benzene-1,3,5-tricarboxamide molecules self-assemble into a racemic mixture of one-dimensional P- and M-helical aggregates, followed by bundling into optically active higher-order aggregates or fibers (see picture).

AB - The interplay of two subsequent aggregation processes results in a symmetry-breaking phenomenon in an achiral self-assembling system. Partially fluorinated benzene-1,3,5-tricarboxamide molecules self-assemble into a racemic mixture of one-dimensional P- and M-helical aggregates, followed by bundling into optically active higher-order aggregates or fibers (see picture).

U2 - 10.1002/anie.201204727

DO - 10.1002/anie.201204727

M3 - Article

C2 - 22936630

SN - 0570-0833

VL - 51

SP - 11297

EP - 11301

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 45

ER -

Symmetry breaking in the self-assembly of partially fluorinated benzene-1,3,5-tricarboxamides

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