Influence of progressive halogenation of Zn(II)-tetraarylporphyrins and their free bases on the structure and spectral-fluorescence properties of tetrapyrrolic macrocycle

Dmitrieva, O.; Чижова, Н. В.; Мамардашвили, Н. Ж.

doi:10.1016/j.ica.2021.120620

Cited by 3 publications

(3 citation statements)

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“…In porphyrin chemistry, the influence of the ligand conformation and substitution on chemical and optoelectronic properties is well understood. [23][24][25][26][27] With this work we introduced the handle of conformational control into the field of calix [4]pyrrole chemistry. It represents the first comparative study on the influence of meso-substituents on the conformation and electronic structure of calix [4]pyrrole complexes.…”

Section: Discussionmentioning

confidence: 99%

“…In porphyrin chemistry, the influence of the ligand conformation and substitution on chemical and optoelectronic properties is well understood [23–27] . With this work we introduced the handle of conformational control into the field of calix[4]pyrrole chemistry.…”

Section: Discussionmentioning

confidence: 99%

“…[14][15][16][17] Even though the redox-chemistry of calix [4]pyrrolato [1 R ] 4À complexes of transition metals have been studied over three decades, a comparative work on the influence of the meso-substituents on their redox-properties is missing. [18][19][20][21][22] Moreover, it is well known that the conformation of porphyrins, e. g., ruffling and doming, strongly affects their chemical and optical properties, [23][24][25][26][27] while corresponding insights for calix [4]pyrrolato complexes are lacking.…”

Section: Introductionmentioning

confidence: 99%

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Conformational and Substitution Effects on the Donor and Reducing Strength of Tin(II) Porphyrinogens

Ruppert,

Meister,

Janßen

et al. 2024

Chemistry A European J

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Meso‐octaalkylcalix[4]pyrrolates are a class of redox‐active porphyrinogen ligands. They have been well established in d‐ and f‐block chemistry for over three decades but have only recently been introduced as ligands for p‐block elements. Here, we present a study on the influence of meso‐substituents on the redox chemistry of calix[4]pyrrolato stannate(II) dianions [2R]2− (R = Me, Et). Expansion of the normal‐mode structural decomposition (NSD) method, well known for porphyrin chemistry, provides insights into the ligand conformation of a calix[4]pyrrolato p‐block complex. Combined with the results of spectroscopic donor scaling, electrochemical studies, and quantum mechanical bond analysis tools, subtle but significant substitution and conformational effects on the electronic structure are revealed. Exploiting this knowledge rationalizes the role of this class of tin(II) dianions to act as potent reducing agents, but can also be expanded for other central elements. Photoexcitation boosts this reactivity further, allowing for the reduction of even challenging chlorobenzene.

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