Stereochemistry of the Diels-Alder Addition of Halogenated Cyclopropenes

Authors

  • Paul Müller Département de Chimie Organique Université de Genève 30, quai Ernest-Ansermet, CH-1211 Genève 4
  • Gérald Bernardinelli Département de Chimie Organique Université de Genève 30, quai Ernest-Ansermet, CH-1211 Genève 4
  • Domingo Rodriguez Département de Chimie Organique Université de Genève 30, quai Ernest-Ansermet, CH-1211 Genève 4
  • Jean Pfyffer Département de Chimie Organique Université de Genève 30, quai Ernest-Ansermet, CH-1211 Genève 4
  • Jean-Pierre Schaller Département de Chimie Organique Université de Genève 30, quai Ernest-Ansermet, CH-1211 Genève 4

DOI:

https://doi.org/10.2533/chimia.1987.244

Abstract

The structures of two cycloadducts (1 and 2) of cyclopropenes to 1,3-diphenyl-isobenzofuran and trans-1-phenylbutadiene are established by X-ray crystallography. Both are exo adducts. In 2 the phenyl substituent occupies a pseudo-axial position; the ring-flipped conformation (2a) with the phenyl ring pseudo-equatorial is not observed.

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Published

1987-08-31

How to Cite

[1]
P. Müller, G. Bernardinelli, D. Rodriguez, J. Pfyffer, J.-P. Schaller, Chimia 1987, 41, 244, DOI: 10.2533/chimia.1987.244.