Intramolecular Hypervalent Interaction in the Conjugate Five-Membered Rings
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† ‡ †Southern Scientific Centre of Russian Academy of Science and ‡Institute of Physical and Organic Chemistry at Southern Federal University 194/2 Stachka Ave., Rostov on Don 344090, Russian Federation
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Abstract
The intramolecular hypervalent interaction between the electron abundant atomic centers X and Y belonging to the IV–VI groups and second and fourth periods has been computationally studied on a model quasi-cyclic conjugate five-membered ring system 9 using the CCSD/6-311+G** and DFT B3LYP/6-311+G** methods. Electronic and structural factors affecting the strength and geometrical characteristics of the hypervalent X←Y interaction were analyzed based on the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analyses. The donor–acceptor nY→σ*XR interaction has been shown to be the central factor correlating all important properties of the studied hypervalently bonded compounds 9.
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