Journal of the American Chemical Society, Vol.133, No.40, 15838-15841, 2011
A Porphyrin with a C = C Unit at Its Center
The molecule (C = C)TTP (TTP = tetra-p-tolylporphyrin) and the triflate salt of its dication, [(C = C)-TTP][OTf](2), have been synthesized and characterized. NMR spectroscopy, nudeus-independent chemical shift calculations, and the crystal structure of (C = C)TTP indicate that (C = C)TTP is antiaromatic and (C = C)TTP(2+) is aromatic.