Abstract

In the title compound, C23H25ClO4, the cyclo-hexane ring adopts a chair conformation with the 4-meth-oxy-phenyl substituent in an axial position and the chloro-(4-meth-oxy-phen-yl)methyl substituent in an equatorial position. The packing features inversion dimers formed by pairs of C-H⋯O contacts and strands along [100] and [010] established by further C-H⋯O and C-H⋯Cl contacts, respectively.

Highlights

  • Department Chemie und Biochemie, Ludwig-Maximilians-Universität, Butenandtstrasse 513, D-81377 München, In the title compound, C23H25ClO4, the cyclohexane ring adopts a chair conformation with the 4-methoxyphenyl substituent in an axial position and the chloro(4-methoxyphenyl)methyl substituent in an equatorial position

  • The packing features inversion dimers formed by pairs of C—H O contacts and strands along [100] and [010] established by further C—H O and C—H Cl contacts, respectively

  • During our studies on the reactions of iodonium ylides with stabilized carbenium ions, we obtained the title compound, the structure of which provides valuable information on the mechanism of these reactions that will be discussed in a separate paper

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Summary

Chemical context

A subclass of hypervalent iodine compounds (Zhdankin & Stang, 2008), have a variety of synthetic applications due to their versatile reactivity pattern. The known transformations of these reagents include decomposition (Moriarty et al, 2008; Lee & Jung, 2002) in various solvents, transylidation reactions (Hadjiarapoglou & Varvoglis, 1988), C–H insertion reactions (Adam et al, 2003; Batsila et al, 2003). Intra- and intermolecular cycloaddition reactions under photochemical, thermal, or metal-catalysed activation (Goudreau et al, 2009). During our studies on the reactions of iodonium ylides with stabilized carbenium ions, we obtained the title compound, the structure of which provides valuable information on the mechanism of these reactions that will be discussed in a separate paper

Structural commentary
Supramolecular features
Database survey
Synthesis and crystallization
Refinement

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