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Bisamide der Quadratsäure

Bisamides of squaric acid: The structures of 3,4-dipyrrolidino-3-cyclobuten-1,2-dione, 2,4-dipyrrolidino-3-oxocyclobutenylium-1-olate (dipyrrolidinosquaraine), and 2,4-dipyrrolidino-3-oxocyclo-butenylium-1-thiolate (dipyrrolidinothiosquaraine)

Die molekülstrukturen von 3,4-Dipyrrolidino-3-cyclobuten-1,2-dion, 2,4-Dipyrrolidino-3-oxocyclobutenylium-1-olat (Dipyrrolidinoquadratain) und 2,4-Dipyrrolidino-3-oxocyclobutenylium-1-thiolat (Dipyrrolidinothioquadratain)

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

The structures of the title compounds2,5 and6 were determined by single crystal X-ray methods at room temperature (2) and at 140 K (5 and6). The molecules contain approximately planar C4N2O2 (or C4N2OS) groups with considerable C-N, C-O and C-S-π-bonding. The C-C bond distances in the four membered rings of the 2,4-bisamides (squaraines)5 and6 vary between 143.9 (6) and 146.9 with a mean value of 145.8 pm. In the 3,4-bisamide2 the cyclobutendionestructure is more pronounced with d(C-C) ranging from 142.5 (4) to 148.8 (5) pm. The packing mode of2,5 and6 are related by group-subgroup relations.

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Authors and Affiliations

  1. Anorganisch-Chemisches Institut, Universität Münster, D-4400, Münster, Bundesrepublik Deutschland

    Rainer Mattes, Günter Johann & Christina Pieper

Authors
  1. Rainer Mattes
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  2. Günter Johann
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  3. Christina Pieper
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Mattes, R., Johann, G. & Pieper, C. Bisamide der Quadratsäure. Monatsh Chem 118, 105–113 (1987). https://doi.org/10.1007/BF00810045

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  • DOI: https://doi.org/10.1007/BF00810045

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