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

作者：Jenneskens Leonardus W^*; Havenith Remco W A; Soncini Alessandro; Fowler Patrick W

来源：Physical Chemistry Chemical Physics, 2011, 13(37): 16861-16866.

DOI：10.1039/c1cp21950b

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

• 出版日期2011