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Issue 37, 2011
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Aromaticity of strongly bent benzene rings: persistence of a diatropic ring current and its shielding cone in [5]paracyclophane

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Abstract

Direct evaluation of the induced π current density in [5]paracyclophane (1) shows that, despite the significant non-planarity (α = 23.2°) enforced by the pentamethylene bridge, there is only a modest (ca. 17%) reduction in the π ring current, justifying the use of shielding-cone arguments for the assignment of 1H NMR chemical shifts of 1 and the claim that the non-planar benzene ring in 1 retains its aromaticity (on the magnetic criterion).

Graphical abstract: Aromaticity of strongly bent benzene rings: persistence of a diatropic ring current and its shielding cone in [5]paracyclophane

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Publication details

The article was received on 15 Jun 2011, accepted on 03 Aug 2011 and first published on 23 Aug 2011


Article type: Paper
DOI: 10.1039/C1CP21950B
Citation: Phys. Chem. Chem. Phys., 2011,13, 16861-16866
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    Aromaticity of strongly bent benzene rings: persistence of a diatropic ring current and its shielding cone in [5]paracyclophane

    L. W. Jenneskens, R. W. A. Havenith, A. Soncini and P. W. Fowler, Phys. Chem. Chem. Phys., 2011, 13, 16861
    DOI: 10.1039/C1CP21950B

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