Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene

A spirogermabifluorene that bears sterically demanding 3,3′,5,5′-tetra(<i>t</i>-butyl)-2,2′-biphenylene groups (<b>1</b>) was obtained from the reaction of in-situ-generated 2,2′-dilithiobiphenylene with GeCl<sub>2</sub>·(dioxane). The solid-state structure and th...

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Main Authors: Shogo Morisako, Kohsuke Noro, Takahiro Sasamori
Format: Article
Language:English
Published: MDPI AG 2021-10-01
Series:Inorganics
Subjects:
Online Access:https://www.mdpi.com/2304-6740/9/10/75
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author Shogo Morisako
Kohsuke Noro
Takahiro Sasamori
author_facet Shogo Morisako
Kohsuke Noro
Takahiro Sasamori
author_sort Shogo Morisako
collection DOAJ
description A spirogermabifluorene that bears sterically demanding 3,3′,5,5′-tetra(<i>t</i>-butyl)-2,2′-biphenylene groups (<b>1</b>) was obtained from the reaction of in-situ-generated 2,2′-dilithiobiphenylene with GeCl<sub>2</sub>·(dioxane). The solid-state structure and the redox behavior of <b>1</b> were examined by single-crystal X-ray diffraction analysis and electrochemical measurements, respectively. The sterically hindered biphenyl ligands endow <b>1</b> with high redox stability and increased electron affinity. The experimental observations were corroborated by theoretical DFT calculations.
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spelling doaj.art-5eef79d1f8394961931a5ae5825689162023-11-22T18:38:21ZengMDPI AGInorganics2304-67402021-10-019107510.3390/inorganics9100075Facile Synthesis and Redox Behavior of an Overcrowded SpirogermabifluoreneShogo Morisako0Kohsuke Noro1Takahiro Sasamori2Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennoudai, Tsukuba 305-8571, Ibaraki, JapanGraduate School of Science, Nagoya City University, Yamanohata 1, Mizuho-cho, Mizuho-ku, Nagoya 467-8501, Aichi, JapanDivision of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennoudai, Tsukuba 305-8571, Ibaraki, JapanA spirogermabifluorene that bears sterically demanding 3,3′,5,5′-tetra(<i>t</i>-butyl)-2,2′-biphenylene groups (<b>1</b>) was obtained from the reaction of in-situ-generated 2,2′-dilithiobiphenylene with GeCl<sub>2</sub>·(dioxane). The solid-state structure and the redox behavior of <b>1</b> were examined by single-crystal X-ray diffraction analysis and electrochemical measurements, respectively. The sterically hindered biphenyl ligands endow <b>1</b> with high redox stability and increased electron affinity. The experimental observations were corroborated by theoretical DFT calculations.https://www.mdpi.com/2304-6740/9/10/75spirobifluorenespirobigermabifluorenespiroconjugationgermaniumbiphenyl ligandredox behavior
spellingShingle Shogo Morisako
Kohsuke Noro
Takahiro Sasamori
Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene
Inorganics
spirobifluorene
spirobigermabifluorene
spiroconjugation
germanium
biphenyl ligand
redox behavior
title Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene
title_full Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene
title_fullStr Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene
title_full_unstemmed Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene
title_short Facile Synthesis and Redox Behavior of an Overcrowded Spirogermabifluorene
title_sort facile synthesis and redox behavior of an overcrowded spirogermabifluorene
topic spirobifluorene
spirobigermabifluorene
spiroconjugation
germanium
biphenyl ligand
redox behavior
url https://www.mdpi.com/2304-6740/9/10/75
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