# The Effect of a Single Trifluoromethyl Substituent on the Reactivity of Chelating C 2 and C s‑Symmetric Bis(alkoxide) Ligands on a Terphenyl Platform

**Authors:** Ruwandhi Jayasundara, Lakshani W. Kulathungage, Benjamin J. Baillie, Cassandra L. Ward, Richard L. Lord, Stanislav Groysman

PMC · DOI: 10.1021/acs.inorgchem.5c05470 · Inorganic Chemistry · 2026-01-15

## TL;DR

This paper studies how adding a trifluoromethyl group affects the reactivity of specific bis(alkoxide) ligands on a terphenyl platform.

## Contribution

The study introduces new C2- and Cs-symmetric ligands and reveals their unique coordination behavior with chromium.

## Key findings

- The new ligands form square-planar Cr(II) complexes, unlike typical Y-shaped dimers.
- DFT calculations explain the distinct dimeric species formed with racemic and meso ligands.
- The ligands show different coordination chemistry compared to all-phenyl bis(alkoxide) ligands.

## Abstract

Herein we describe the synthesis and preliminary reactivity
studies
of new racemic C
2-symmetric and meso C
s-symmetric bis­(alkoxide) ligands on a para-terphenyl platform. The ligands were synthesized by
reaction of 2,2′-dilithium-p-terphenyl with
trifluoroacetophenone, separated by column chromatography, and obtained
in 36% (racemic, rac-Lig2H2) and 26% (meso, meso-Lig2H2) isolated yields. The reaction with n-butyl-sec-butylmagnesium led to formation of the expected C
2-symmetric and C
s-symmetric mononuclear magnesium complexes. In contrast, the reaction
with Cr­(N­(SiMe3)2)2(THF)2 exhibited a profoundly different coordination chemistry from that
of all-phenyl chelating bis­(alkoxide) or monodentate alkoxides. While
the latter generally form Cr2(OR)4 dimers in
which the geometry at Cr­(II) is Y-shaped, these new ligands lead to
square-planar Cr­(II) complexes. DFT calculations help rationalize
the distinct dimeric species Cr2(rac-Lig2)2(THF)4 and Cr2(meso-Lig2)2 observed for these new
ligands.

## Linked entities

- **Chemicals:** trifluoroacetophenone (PubChem CID 9905), n-butyl-sec-butylmagnesium (PubChem CID 162398)

## Full-text entities

- **Genes:** LIG1 (DNA ligase 1) [NCBI Gene 3978] {aka IMD96, LIGI, hLig1}, LRIG2 (leucine rich repeats and immunoglobulin like domains 2) [NCBI Gene 9860] {aka LIG-2, LIG2, UFS2}, AKT1 (AKT serine/threonine kinase 1) [NCBI Gene 207] {aka AKT, PKB, PKB-ALPHA, PRKBA, RAC, RAC-ALPHA}
- **Chemicals:** O (MESH:D010100), C (MESH:D002244), dichloromethane (MESH:D008752), H (MESH:D006859), SALEN (MESH:C011452), terphenyl (MESH:D013730), C2 (MESH:C023714), cyclopropanes (MESH:D003521), benzene (MESH:D001554), halogen (MESH:D006219), acetophenone (MESH:C038699), L (MESH:D007930), aziridines (MESH:D001388), BINOL (MESH:C406944), magnesium (MESH:D008274), benzophenone (MESH:C047723), diethyl ether (MESH:D004986), Cs (MESH:D002586), Cr (MESH:D002857), lithium (MESH:D008094), metal (MESH:D008670), 13C (MESH:C000615229), THF (MESH:C018674), 1,4-bis(2-bromophenyl)benzene (-)

## Full text

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## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12869483/full.md

## References

77 references — full list in the complete paper: https://tomesphere.com/paper/PMC12869483/full.md

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Source: https://tomesphere.com/paper/PMC12869483