FTIR spectroscopic and quantum-chemical studies on some tribromoindenes and their isomers

Abstract

Combined experimental and computational studies on molecular structure of newly synthesised transtirans 1,2,3-tribromo-1,2,3-trihydro-¹H-benz[f]indene (TTTBI) were reported. Also, only computational studies were done for cis-trans-1,2,3-tribromo-1,2,3-trihydro-¹H-benz[f]indene (CTTBI) and cis-cis-1,2,3-tribromo-1,2,3-trihydro-¹H-benz[f]indene (CCTBI) in order to understand the vibrational spectra and molecular parameters of them. The geometry optimization and vibrational wave numbers of the title molecules were carried out with the Gaussian98 program package by using Hartree-Fock (HF) and Density Functional Theory (DFT) with B3LYP functional and 6–31G (d) basis set. All calculations were done for the title compounds in their ground states. Especially for CTTBI and CCTBI, which could not be synthesized yet, these kind of pre-calculations take an important role for their synthesis process. Also crystal structural parameters of TTTBI by single-crystal X-ray diffraction method was used as input for computational study of it. Observed and calculated vibrational wave numbers were compared. Because the use of benz[f]indene as a cyclopentadienyl ligand attracted much attention because an annulated benzo ring might increase both the stereocontrol and productivity of catalytic system, TTTBI and other computationally studied and modeled two molecules may play an important role of other types of compounds as a starting structures.