Influence of transannular interaction over absorption and fluorescent properties of [2.2] paracyclophane and its phenyl derivatives
1 L.Ya. Karpov Institute of Physical Chemistry RAS, 105064 Moscow, Russia
2 A.N. Nesmeyanov Institute of Organoelement Compounds RAS, 119991 Moscow, Russia
* Corresponding author: Shapovalovemail@example.com
Published online: 13 December 2016
A significant bathochromic shift of the fluorescent and long-wavelength absorption bands of [2.2] paracyclophane comparing to corresponding bands of alkyl-benzenes is due to a strong transannular interaction, resulting in formation of a principally new excited state of lower energy. It is concluded that the fluorescent levels for alkylbenzene excimers and for the macrocycle are of the same nature. Analysis of [2.2] paracyclophane mono- and diphenylderivatives spectra shows that their intensive absorption bands (230–310 nm) are originated from electron transitions of biphenyl groups and weak long wavelength absorption (310–340 nm) and fluorescent bands are governed by the same electron transitions between ground and excimer-like excited states as in the case of non-substituted macrocycle.
© The Authors, published by EDP Sciences, 2017
This is an Open Access article distributed under the terms of the Creative Commons Attribution License 4.0, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.