Portal de Periódicos da CAPES

Induction of a Preferred Twist in a Biphenyl Core by Stereogenic Centers: A Novel Approach to the Absolute Configuration of 1,2- and 1,3-Diols

2001; Wiley; Volume: 40; Issue: 2 Linguagem: Inglês

10.1002/1521-3773(20010119)40

1521-3773

Stefano Superchi, Daniele Casarini, Alessandro Laurita, Alfonso Bavoso, Carlo Rosini,

Axial and Atropisomeric Chirality Synthesis

Angewandte Chemie International EditionVolume 40, Issue 2 p. 451-454 Communication Induction of a Preferred Twist in a Biphenyl Core by Stereogenic Centers: A Novel Approach to the Absolute Configuration of 1,2- and 1,3-Diols Stefano Superchi Dr., Stefano Superchi Dr. Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorDaniele Casarini Prof. Dr., Daniele Casarini Prof. Dr. Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorAlessandro Laurita, Alessandro Laurita Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorAlfonso Bavoso Prof. Dr., Alfonso Bavoso Prof. Dr. Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorCarlo Rosini Prof. Dr., Carlo Rosini Prof. Dr. Rosini@Unibas.It Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this author Stefano Superchi Dr., Stefano Superchi Dr. Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorDaniele Casarini Prof. Dr., Daniele Casarini Prof. Dr. Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorAlessandro Laurita, Alessandro Laurita Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorAlfonso Bavoso Prof. Dr., Alfonso Bavoso Prof. Dr. Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this authorCarlo Rosini Prof. Dr., Carlo Rosini Prof. Dr. Rosini@Unibas.It Dipartimento di Chimica Università della Basilicata Via Nazario Sauro 85, 85100 Potenza (Italy) Fax:(+39) 971-202223Search for more papers by this author First published: 19 January 2001 https://doi.org/10.1002/1521-3773(20010119)40:2 3.0.CO;2-2Citations: 91 This work was supported by MURST and Università della Basilicata. We thank Prof. Jan Sandström, University of Lund (Sweden), for helpful comments in the preparation of the manuscript. Crystal structure analysis Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat Graphical Abstract A quick, simple, and reliable method to assign the absolute configuration of 1,2- and 1,3-diols: all that is needed is to measure the CD sign of the A band (250 nm) of their biphenyldioxolanes 1 (n=0, 1). The chirality of the diol induces a preferred sense of twist in the biphenyl moiety (R,R→M and S,S→P), and a positive A band (a probe of M twist) reveals an R or R,R configuration of the diol. Citing Literature Volume40, Issue2January 19, 2001Pages 451-454 RelatedInformation