Abstract
(E)-2-(1-Cyano-2-methoxy-2-oxoethylidene)-3,4-dioxo-1-(pyridin-1-ium-1-yl)cyclobutan-1-ide was obtained by a three-component reaction of squaric acid dichloride with pyridine and methyl cyanoacetate.
Highlights
PyriPyridinium ylides of squaric acid are structurally related to squaraines and may be utilized dinium ylides of squaric acidThese are structurally related to squaraines andthe may beofutilized a in a similar manner compounds can be prepared by reaction squaricinacid similar manner
These compounds can be prepared by the reaction of squaric acid dichloride dichloride with pyridine and water [7,8]
X-ray Structure Determination of 4Crystal data: Monoclinic, P21 /n, a = 10.37270(13), b = 6.54287(9), c = 17.0477(2) Å, β = 91.1876(12)◦ , V = 1156.73 Å3 (at 100 K), Z = 4, Dx = 1.471 Mg m−3 , μ = 0.95 mm−1 . A square plate-shaped crystal ca. 0.15 × 0.15 × 0.03 mm was mounted in inert oil on a glass fibre and transferred to the cold gas stream of the diffractometer (Oxford Diffraction Nova A using mirror-focussed Cu-Kα radiation). A total of 45,417 intensities were recorded to 2θmax 152◦ . Absorption corrections were implemented on the basis of multi-scans. The structure was refined anisotropically on F2 using the program SHELXL-97 [11]. Hydrogens were included using rigid methyl groups or a riding model starting from calculated positions. Final wR2 = 0.091 for 173 parameters and all 2415 unique reflections, R1 = 0.033 [I > 2σ(I)], S = 1.05, max. ∆ρ = 0.26 e Å−3
Summary
Oxocarbons are a family of aromatic monocyclic anions of the general formula [Cn On ]−m and Oxocarbons are a family of aromatic monocyclic anionsatoms of theare general formula [CnOn]−m and re- as related compounds [1]. The anion of the squaric acid (3,4-dihydroxycylobut-3-ene-1,2-dione) is the most prominent reprerepresentative of oxocarbons. Due to their photoelectrical properties, mesoionic compounds sentative of the oxocarbons. PyriPyridinium ylides of squaric acid are structurally related to squaraines and may be utilized dinium ylides of squaric acidThese are structurally related to squaraines andthe may beofutilized a in a similar manner [5,6]. These compounds can be prepared by the reaction of squaric acid dichloride dichloride with pyridine and water [7,8].
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