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Synthesis and Structural Characterization of (2,6-iPr2C6H3)N(quin)2 and [Cu{(2,6-iPr2C6H3)N(quin)2}2]BF4

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Abstract

The molecular structure of (2,6-iPr2C6H3)N(quin)2 (1) and both the methanol and toluene solvates of its copper complex [Cu{(2,6-iPr2C6H3)N(quin)2}2]BF4, 2·MeOH and 2.2(C6H5Me), respectively, have been determined. The quinolyl rings in 1 adopt anti-syn (CAr–N–C–Nquin) conformation as a result of π–π stacking. The cation in 2·MeOH crystallizes on a C2 axis, while the cation in 2·2(C6H5Me) is crystallographically independent. As a result of intramolecular π–π stacking there are significant changes within the coordination geometry about the copper centers between the two solvates, suggesting that the coordination around copper is supple. Crystal data: 1 group P21/c, a = 8.614(1), b = 16.137(3), c = 17.601(4) Å, β = 93.32(3)°, V = 2,442.5(9) Å3, Z = 4, R = 0.0544, wR 2 = 0.1340. 2·MeOH group P3221, a = 13.254(1), b = 13.254(1), c = 27.214(5) Å, V = 4,140(1) Å3, Z = 3, R = 0.0392, wR 2 = 0.0917. 2.2(C6H5Me) group P1, a = 11.677(2), b = 16.261(3), c = 17.077(3) Å, α = 93.63(3), β = 97.30(3), γ = 96.26(3)°, V = 3,187(1) Å3, Z = 4, R = 0.0526, wR 2 = 0.1221.

Graphical Abstract

The molecular structure of (2,6-iPr2C6H3)N(quin)2 and both the methanol and toluene solvates of its copper complex [Cu{(2,6-iPr2C6H3)N(quin)2}2]BF4 have been determined. The presence of inter- and intra-molecular π–π interactions dominates the conformations of the quinolyl substituents.

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Acknowledgments

Financial support for this work is provided by Trans Ionics Corporation. The Robert A. Welch Foundation is acknowledged for funding of the Texas Center for Crystallography at Rice University. We acknowledge Dr. Robert C. Schucker and Michael F. Lynch for useful discussion.

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  1. Energy and Environmental Systems Institute, Department of Chemistry, Rice University, Houston, TX, 77005, USA

    John J. Allen, Christopher E. Hamilton & Andrew R. Barron

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  1. John J. Allen
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  2. Christopher E. Hamilton
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  3. Andrew R. Barron
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Correspondence to Andrew R. Barron.

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Allen, J.J., Hamilton, C.E. & Barron, A.R. Synthesis and Structural Characterization of (2,6-iPr2C6H3)N(quin)2 and [Cu{(2,6-iPr2C6H3)N(quin)2}2]BF4 . J Chem Crystallogr 40, 130–136 (2010). https://doi.org/10.1007/s10870-009-9615-z

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