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Scientific article
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English

Stereoselective Self-Sorting on Surfaces: Transcription of Chiral Information

Contributors

Orentas, Edvinas; Sakai, Naomi; Matile, Stefan

Published in

Chirality, vol. 25, no. 2, p. 107-113

Publication date

2013

Abstract

Templated self-sorting on surfaces has been introduced recently as a new approach to construct multicomponent architectures directly on solid oxide surfaces. In this process, two-dimensional information placed on the surface is transcribed into three-dimensional architectures with up to 97% intrinsic templation efficiency. Previously, we have shown that isosteric partners of different color do neither self-sort nor respond to templation during self-organizing surface-initiated copolymerization (co-SOSIP). To evaluate the importance of chirality in this process, co-SOSIP with mixtures of pseudo-enantiomers of isosteric partners is explored. The composition of the obtained SOSIP architectures is independent of the composition of the initiator mixtures on the surface. This absence of templation from the surface rules out the occurrence of uniform self-sorting of pseudo-enantiomeric isosters, a process similar to chiral resolution in conglomerates. Alternate self-sorting, the complementary process comparable with racemic crystallization, is indistinguishable from random mixing in structural studies. However, different photocurrent generation by pseudo-racemic compared with pseudo-homochiral photosystems support, on the functional level, that alternate self-sorting occurs with pseudo-enantiomeric partners. These results support that chirality is important for the transcription of two-dimensional information into three-dimensional architectures and suggest that alternate self-sorting dominates over uniform self-sorting as racemic crystallization dominates over chiral resolution.

Keywords

  • Self-sorting
  • Templation
  • Racemic crystallization
  • Conglomerates
  • Enantiomers
  • Isosters

UNIGE affiliation entities

Citation (ISO format)

ORENTAS, Edvinas, SAKAI, Naomi, MATILE, Stefan. Stereoselective Self-Sorting on Surfaces: Transcription of Chiral Information. In: Chirality, 2013, vol. 25, n° 2, p. 107–113. doi: 10.1002/chir.22118

Main files (2)

Article (Published version)
Article (Accepted version)
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Identifiers

Journal ISSN

0899-0042
658views
288downloads

Technical informations

Creation

23/01/2013 09:24:00

First validation

23/01/2013 09:24:00

Update

13/10/2025 23:44:29

Status update

14/03/2023 20:01:10

Last indexation

16/02/2026 06:56:54
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