Chiral bis(benzo[1,2-b:4,3-b′]dithiophene) atropisomers: experimental and theoretical investigations of the stereochemical and chiroptical properties

Author:

Pelliccioli Valentina1,Franzini Roberta2ORCID,Mazzeo Giuseppe3,Villani Claudio2ORCID,Abbate Sergio34ORCID,Longhi Giovanna34,Licandro Emanuela1ORCID,Cauteruccio Silvia1ORCID

Affiliation:

1. Dipartimento di Chimica, Università degli Studi di Milano, via Golgi 19, I-20133 Milan, Italy

2. Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, P.le A. Moro 5, 00185 Roma, Italy

3. Dipartimento di Medicina Molecolare e Traslazionale, Università di Brescia, Viale Europa 11, 25123 Brescia, Italy

4. Istituto Nazionale di Ottica (INO), CNR, Research Unit of Brescia, c/o CSMT, via Branze 45, 25123 Brescia, Italy

Abstract

Conformational chirality is a feature that may arise from the presence of a hindered rotation around a single bond that corresponds to a stereogenic axis.

Funder

Università degli Studi di Milano

Ministero dell’Istruzione, dell’Università e della Ricerca

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Reference92 articles.

1. E. L.Eliel and S. H.Wilen , Stereochemistry of Organic Compounds , Wiley , 1994 , pp. 1142–1148

2. M.Ōki , in Topics in Stereochemistry , ed. N. L Allinger , E. L. Eliel and S. H. Wilen , Wiley , 1983 , pp. 1–81

3. G.Bringmann , C.Günther , M.Ochse , O.Schupp and S.Tasler , in Progress in the Chemistry of Organic Natural Products , ed. W. Herz , H. Falk , G. W. Kirby and R. E. Moore , Springer , 2001 , vol. 82, pp. 1–249 . For more recent reviews, see also

4. A twist of nature – the significance of atropisomers in biological systems

5. Atroposelective Total Synthesis of Axially Chiral Biaryl Natural Products

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