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外消旋-2-苯基-1-[(2,4,6-三异丙基苯)磺酰基]氮丙啶

rac-2-Phenyl-1-[(2,4,6-triiso-propyl-benzene)-sulfon-yl]aziridine.

作者信息

Golz Christopher, Preut Hans, Strohmann Carsten

机构信息

Fakultät für Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2014 Jan 15;70(Pt 2):o153. doi: 10.1107/S1600536814000257. eCollection 2014 Feb 1.

DOI:10.1107/S1600536814000257
PMID:24764875
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3998314/
Abstract

In the title compound, C23H31NO2S, the geometry of the triiso-propyl-phenyl group is slightly distorted, with elongated C-C bonds at the ipso-C atom, and an S atom which deviates from the benzene ring plane by 0.228 (2) Å. This distortion is caused by the bulky substituents and, in comparison, an unbent geometry is observed in N-toluene-sulfonyl-aziridine [Zhu et al. (2006 ▶). Acta Cryst. E62, o1507-o1508]. π-π inter-actions between adjacent benzene rings [centroid-centroid distance = 3.7928 (11) Å] and are observed.

摘要

在标题化合物C₂₃H₃₁NO₂S中，三异丙基苯基的几何形状略有扭曲，在本位碳原子处的C-C键伸长，且一个硫原子偏离苯环平面0.228 (2) Å。这种扭曲是由庞大的取代基引起的，相比之下，在N-甲苯磺酰基氮丙啶中观察到未扭曲的几何形状[朱等人（2006年▶）。《晶体学报》E62，o1507 - o1508]。观察到相邻苯环之间的π-π相互作用[质心-质心距离 = 3.7928 (11) Å]。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/840f/3998314/ab506bacc741/e-70-0o153-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/840f/3998314/3efed14c7050/e-70-0o153-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/840f/3998314/ab506bacc741/e-70-0o153-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/840f/3998314/3efed14c7050/e-70-0o153-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/840f/3998314/ab506bacc741/e-70-0o153-fig2.jpg

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本文引用的文献

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Direct benzylic metalation of a phenethylamine derivative: potassium as the key to both generation and stabilization of a labile anion.直接苄基化的苯乙胺衍生物：钾作为关键的产生和稳定的一个不稳定的阴离子。
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氮丙啶阴离子：生成、反应性及其在现代合成化学中的应用。
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Lithiation-electrophilic trapping of N-sulfonyl-activated ethylene aziridines.N-磺酰基活化的乙烯氮丙啶的锂化-亲电捕获反应
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Lithiation of TMEDA and its higher homologous TEEDA: understanding observed alpha- and beta-deprotonation.N,N,N',N'-四甲基乙二胺（TMEDA）及其高级同系物三乙撑二胺（TEEDA）的锂化：理解观察到的α-和β-去质子化现象。
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