Ab initio studies of tamoxifen and related compounds

Abstract

AbstractAn extensive theoretical study of tamoxifen and related compounds has been performed at the ab initio Hartree–Fock (HF)/6‐31G** and B3LYP/6‐31G** levels. The optimized structures are in good agreement with X‐ray data. Theoretical calculations indicate that the ground state energies of cis‐ and trans‐tamoxifen, as well as the energies of the 4‐hydroxytamoxifen isomeric pair, are close, which confirms experimental and AM1 results and suggests nearly equivalent populations of the two isomers under equilibrium conditions. The effects of solvation were calculated with the Onsager model with full geometry optimization. The results indicate that solvation has little effect on the total energies. © 2003 Wiley Periodicals, Inc. Int J Quantum Chem, 2004