{"title":"erythro-{1-Bromo-1-[(1-phenylethyl)sulfonyl]ethyl}benzene","authors":"Peter W. R. Corfield , M. Weil (Editor)","doi":"10.1107/S2414314624001895","DOIUrl":null,"url":null,"abstract":"<div><p>Structural analysis of the title diasteromeric sulfone determines this to be the <em>erythro</em> (<em>RR/SS</em>) isomer, and was pivotal in showing that the 1,3-elimination reactions of these compounds, which lead to substituted stilbenes, occur with inversion at each asymmetric carbon atom.</p></div><div><p>The title compound, C<sub>16</sub>H<sub>17</sub>BrO<sub>2</sub>S, crystallizes as the <em>erythro</em> (<em>RR/SS</em>) isomer of a pair of sulfones that were diastereomeric due to chirality of the α-carbon atoms on the sulfone sulfur atom. The structural analysis was pivotal in showing that the 1,3 elimination reactions of these compounds, which lead to substituted stilbenes, occur with inversion at each asymmetric carbon atom. In the crystal, C—H⋯Br and C—H⋯O hydrogen bonds link the molecules into a tri-periodic intermolecular network. <span><figure><span><img><ol><li><span>Download : <span>Download high-res image (302KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span> </p></div>","PeriodicalId":94324,"journal":{"name":"IUCrData","volume":"9 3","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"IUCrData","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2414314624000063","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
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Abstract
Structural analysis of the title diasteromeric sulfone determines this to be the erythro (RR/SS) isomer, and was pivotal in showing that the 1,3-elimination reactions of these compounds, which lead to substituted stilbenes, occur with inversion at each asymmetric carbon atom.
The title compound, C16H17BrO2S, crystallizes as the erythro (RR/SS) isomer of a pair of sulfones that were diastereomeric due to chirality of the α-carbon atoms on the sulfone sulfur atom. The structural analysis was pivotal in showing that the 1,3 elimination reactions of these compounds, which lead to substituted stilbenes, occur with inversion at each asymmetric carbon atom. In the crystal, C—H⋯Br and C—H⋯O hydrogen bonds link the molecules into a tri-periodic intermolecular network.
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