Chirality induction to porphyrin derivatives co-confined at the air–water interface with silica nano-helices: towards enantioselective thin solid film surfaces

Author:

Ottolini Michela1,Anfar Zakaria2,Grover Nitika3,Magna Gabriele4ORCID,Stefanelli Manuela4ORCID,Paolesse Roberto4ORCID,Senge Mathias O.35ORCID,Bettini Simona1ORCID,Valli Ludovico1ORCID,Oda Reiko26ORCID,Giancane Gabriele7ORCID

Affiliation:

1. Department of Biological and Environmental Sciences and Technologies (DiSTeBA), Campus Ecotekne, University of Salento, Via per Monteroni, 73100 Lecce, Italy

2. Univ. Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, F-33600 Pessac, France

3. School of Chemistry, Chair of Organic Chemistry, Trinity College Dublin, The University of Dublin, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Dublin, D02R590, Ireland

4. Department of Chemical Science and Technologies, University of Rome Tor Vergata, Via Della Ricerca Scientifica 1, 00133 Rome, Italy

5. Institute for Advanced Study (TUM-IAS), Focus Group – Molecular and Interfacial Engineering of Organic Nanosystem, Technical University of Munich, Lichtenbergstrasse 2a, 85748 Garching, Germany

6. WPI-Advanced Institute for Materials Research, Tohoku University, Katahira, Aoba-Ku, 980-8577 Sendai, Japan

7. Department of Cultural Heritage, University of Salento, Via D. Birago 64, 73100 Lecce, Italy

Abstract

An achiral hydrophobic porphyrin was assembled onto water suspended silica helices in a Langmuir trough, inducing tunable chirality in the aggregates. Chiral discrimination was observed, ruled by the analyte's chirality and the helices’ helicity.

Funder

Ministero dello Sviluppo Economico

Science Foundation Ireland

Technische Universität München

Horizon 2020 Framework Programme

Publisher

Royal Society of Chemistry (RSC)

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