Pal Rumpa, Mukherjee Somnath, Chandrasekhar S, Guru Row T N
Solid State and Structural Chemistry Unit and ‡Organic Chemistry, Indian Institute of Science , Bangalore-560012, India.
J Phys Chem A. 2014 May 15;118(19):3479-89. doi: 10.1021/jp5010924. Epub 2014 May 6.
A systematic study of six tetracyclones has been carried out using experimental and theoretical charge density analysis. A three pronged approach based on quantum theory of atoms in molecules (QTAIM), nucleus independent chemical shifts (NICS) criterion, and source function (SF) contributions has been performed to establish the degree of antiaromaticity of the central five-membered ring in all the derivatives. Electrostatic potentials mapped on the isodensity surface show that electron withdrawing substituents turn both C and O atoms of the carbonyl group more electropositive while retaining the direction of polarity.
