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
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...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2001-01, Vol.40 (2), p.451-454 |
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| container_end_page | 454 |
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| container_issue | 2 |
| container_start_page | 451 |
| container_title | Angewandte Chemie International Edition |
| container_volume | 40 |
| creator | Superchi, Stefano Casarini, Daniele Laurita, Alessandro Bavoso, Alfonso Rosini, Carlo |
| description | 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. |
| doi_str_mv | 10.1002/1521-3773(20010119)40:2<451::AID-ANIE451>3.0.CO;2-2 |
| format | Article |
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| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie International Edition, 2001-01, Vol.40 (2), p.451-454 |
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| language | eng |
| recordid | cdi_proquest_miscellaneous_2033388938 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | atropisomerism biaryls circular dichroism configuration determination diols |
| title | 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 |
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