Stepwise deprotonation of truxene: structures, metal complexation, and charge-dependent optical properties

Guo, Yumeng; Torchon, Herdya S.; Zhu, Yikun; Wei, Zheng; Zhang, Zhenyi; Han, Haixiang; Petrukhina, Marina A.; Zhou, Zheng

doi:10.1039/d3sc04885c

Chem. Sci.

2023

DOI: 10.1039/d3sc04885c

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Stepwise deprotonation of truxene: structures, metal complexation, and charge-dependent optical properties

Yumeng Guo,

Herdya S. Torchon,

Yikun Zhu

et al.

Abstract: Stepwise deprotonation of truxene with alkali metals affords truxenyl anions with different charges, exhibiting core curvature dependence on charge and metal binding. UV-vis and PL studies reveal charge-dependent optical properties, which is further supported by DFT calculations.

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2024

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Stepwise Chemical Reduction of [4]Cyclo[4]helicenylene: Stereo Transformation and Site-Selective Metal Complexation

Zhou,

Yang,

Liang

et al. 2024

Precision Chemistry

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A highly strained macrocycle comprising four [4]helicene panels, [4]cyclo [4]helicenylene ([4]CH, 1), was synthesized through a one-pot macrocyclization and chemically reduced by alkali metals (Na and K), revealing a four-electron reduction process. The resulting di-, tri-, and tetraanions of compound 1 were isolated and crystallographically characterized by X-ray diffraction. Owing to the four axially chiral bi[4]helicenyl fragments, a reversible stereo transformation of 1 between the (S,R,S,R)-and (S,S,R,R)-configurations was disclosed upon the twoelectron uptake, which was rationally understood by theoretical calculations. The (S,S,R,R)-configuration of 1 2− was further stabilized in triply reduced and tetra-reduced states, where structural deformation led by charges and metal complexation was observed. This study proposed an approach to alter the configuration of cycloarylenes in addition to thermal treatment.

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Stepwise Chemical Reduction of [4]Cyclo[4]helicenylene: Stereo Transformation and Site-Selective Metal Complexation

Zhou,

Yang,

Liang

et al. 2024

Precision Chemistry

View full text Add to dashboard Cite

show abstract

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Stepwise deprotonation of truxene: structures, metal complexation, and charge-dependent optical properties

Abstract: Stepwise deprotonation of truxene with alkali metals affords truxenyl anions with different charges, exhibiting core curvature dependence on charge and metal binding. UV-vis and PL studies reveal charge-dependent optical properties, which is further supported by DFT calculations.

Cited by 1 publication

References 51 publications

Stepwise Chemical Reduction of [4]Cyclo[4]helicenylene: Stereo Transformation and Site-Selective Metal Complexation

Stepwise Chemical Reduction of [4]Cyclo[4]helicenylene: Stereo Transformation and Site-Selective Metal Complexation

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