jp5010924_si_006.cif (24.95 kB)
Exploring Cyclopentadienone Antiaromaticity: Charge Density Studies of Various Tetracyclones
datasetposted on 2014-05-15, 00:00 authored by Rumpa Pal, Somnath Mukherjee, S. Chandrasekhar, T. N. Guru Row
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.
Various TetracyclonesAcharge density analysisisodensity surface showsource functionderivativeElectrostatic potentialspronged approachcriterionquantum theoryCharge Density StudiesExploring Cyclopentadienone AntiaromaticitypolarityantiaromaticitymoleculetetracycloneelectronnucleusO atomssubstituentcarbonyl groupchemical shiftselectropositiveNICSQTAIMcontributionSF