Laddere-like diferrocenyloxytetraalkyldistannoxanes

Peter Frenzel, Marcus Korb, Alexander Hildebrandt, Heinrich Lang

Research output: Contribution to journalArticle

Abstract

Title compounds {[R2Sn(OFc)](2)O}(2) (3a, R = Bu-n; 3b, R = Me; Fc = Fe(eta(5)-C5H4) (eta(5)-C5H5)) are accessible by treatment of R2SnO (2a, b) with equimolar amounts of FcOH (1). The molecular structures of 3a, b in the solid state confirm their planar character, consisting of three, four-membered Sn2O2 rings with penta-coordinated Sn, tri-coordinated O atoms and the alkyl groups protruding above and below the Sn4O6 motif. Organometallic stannoxane 3a was subjected to electrochemical studies as cyclic voltammetry and square wave voltammetry, showing three reversible redox processes at E-1 degrees' = -477mV (Delta E-p = 65 mV), E2 degrees' = -377mV (Delta E-p = 70 mV) and E3 degrees' = -87 mV (Delta E-p = 90 mV) vs FcH/FcH(+). The first two events are one-electron processes and can be assigned to the exocyclic Fc groups, while the oxidations of the two endocyclic FcO units occur in close proximity. UV-Vis/NIR spectroelectrochemical measurements confirmed that the redox splitting is caused by electrostatic interactions between the ferrocenium moieties as oxidation progresses. (C) 2018 Elsevier B.V. All rights reserved.

Original languageEnglish
Pages (from-to)104-109
Number of pages6
JournalJournal of Organometallic Chemistry
Volume870
DOIs
Publication statusPublished - 1 Sep 2018
Externally publishedYes

Cite this

Frenzel, Peter ; Korb, Marcus ; Hildebrandt, Alexander ; Lang, Heinrich. / Laddere-like diferrocenyloxytetraalkyldistannoxanes. In: Journal of Organometallic Chemistry. 2018 ; Vol. 870. pp. 104-109.
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abstract = "Title compounds {[R2Sn(OFc)](2)O}(2) (3a, R = Bu-n; 3b, R = Me; Fc = Fe(eta(5)-C5H4) (eta(5)-C5H5)) are accessible by treatment of R2SnO (2a, b) with equimolar amounts of FcOH (1). The molecular structures of 3a, b in the solid state confirm their planar character, consisting of three, four-membered Sn2O2 rings with penta-coordinated Sn, tri-coordinated O atoms and the alkyl groups protruding above and below the Sn4O6 motif. Organometallic stannoxane 3a was subjected to electrochemical studies as cyclic voltammetry and square wave voltammetry, showing three reversible redox processes at E-1 degrees' = -477mV (Delta E-p = 65 mV), E2 degrees' = -377mV (Delta E-p = 70 mV) and E3 degrees' = -87 mV (Delta E-p = 90 mV) vs FcH/FcH(+). The first two events are one-electron processes and can be assigned to the exocyclic Fc groups, while the oxidations of the two endocyclic FcO units occur in close proximity. UV-Vis/NIR spectroelectrochemical measurements confirmed that the redox splitting is caused by electrostatic interactions between the ferrocenium moieties as oxidation progresses. (C) 2018 Elsevier B.V. All rights reserved.",
keywords = "Hydroxyferrocene, Alkyl stannoxane, Ladder structure, Solid state structure, (Spectro)Electrochemistry, PHOSPHO-FRIES REARRANGEMENTS, METAL STANNYL COMPLEXES, IN-VITRO CYTOTOXICITIES, ANTITUMOR-ACTIVITY, STRUCTURAL-CHARACTERIZATION, ELECTRONIC COMMUNICATION, FERROCENYL PHOSPHATES, NONAQUEOUS SOLVENTS, ORGANOTIN COMPOUNDS, DELTA-E-1/2 VALUES",
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Laddere-like diferrocenyloxytetraalkyldistannoxanes. / Frenzel, Peter; Korb, Marcus; Hildebrandt, Alexander; Lang, Heinrich.

In: Journal of Organometallic Chemistry, Vol. 870, 01.09.2018, p. 104-109.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Laddere-like diferrocenyloxytetraalkyldistannoxanes

AU - Frenzel, Peter

AU - Korb, Marcus

AU - Hildebrandt, Alexander

AU - Lang, Heinrich

PY - 2018/9/1

Y1 - 2018/9/1

N2 - Title compounds {[R2Sn(OFc)](2)O}(2) (3a, R = Bu-n; 3b, R = Me; Fc = Fe(eta(5)-C5H4) (eta(5)-C5H5)) are accessible by treatment of R2SnO (2a, b) with equimolar amounts of FcOH (1). The molecular structures of 3a, b in the solid state confirm their planar character, consisting of three, four-membered Sn2O2 rings with penta-coordinated Sn, tri-coordinated O atoms and the alkyl groups protruding above and below the Sn4O6 motif. Organometallic stannoxane 3a was subjected to electrochemical studies as cyclic voltammetry and square wave voltammetry, showing three reversible redox processes at E-1 degrees' = -477mV (Delta E-p = 65 mV), E2 degrees' = -377mV (Delta E-p = 70 mV) and E3 degrees' = -87 mV (Delta E-p = 90 mV) vs FcH/FcH(+). The first two events are one-electron processes and can be assigned to the exocyclic Fc groups, while the oxidations of the two endocyclic FcO units occur in close proximity. UV-Vis/NIR spectroelectrochemical measurements confirmed that the redox splitting is caused by electrostatic interactions between the ferrocenium moieties as oxidation progresses. (C) 2018 Elsevier B.V. All rights reserved.

AB - Title compounds {[R2Sn(OFc)](2)O}(2) (3a, R = Bu-n; 3b, R = Me; Fc = Fe(eta(5)-C5H4) (eta(5)-C5H5)) are accessible by treatment of R2SnO (2a, b) with equimolar amounts of FcOH (1). The molecular structures of 3a, b in the solid state confirm their planar character, consisting of three, four-membered Sn2O2 rings with penta-coordinated Sn, tri-coordinated O atoms and the alkyl groups protruding above and below the Sn4O6 motif. Organometallic stannoxane 3a was subjected to electrochemical studies as cyclic voltammetry and square wave voltammetry, showing three reversible redox processes at E-1 degrees' = -477mV (Delta E-p = 65 mV), E2 degrees' = -377mV (Delta E-p = 70 mV) and E3 degrees' = -87 mV (Delta E-p = 90 mV) vs FcH/FcH(+). The first two events are one-electron processes and can be assigned to the exocyclic Fc groups, while the oxidations of the two endocyclic FcO units occur in close proximity. UV-Vis/NIR spectroelectrochemical measurements confirmed that the redox splitting is caused by electrostatic interactions between the ferrocenium moieties as oxidation progresses. (C) 2018 Elsevier B.V. All rights reserved.

KW - Hydroxyferrocene

KW - Alkyl stannoxane

KW - Ladder structure

KW - Solid state structure

KW - (Spectro)Electrochemistry

KW - PHOSPHO-FRIES REARRANGEMENTS

KW - METAL STANNYL COMPLEXES

KW - IN-VITRO CYTOTOXICITIES

KW - ANTITUMOR-ACTIVITY

KW - STRUCTURAL-CHARACTERIZATION

KW - ELECTRONIC COMMUNICATION

KW - FERROCENYL PHOSPHATES

KW - NONAQUEOUS SOLVENTS

KW - ORGANOTIN COMPOUNDS

KW - DELTA-E-1/2 VALUES

U2 - 10.1016/j.jorganchem.2018.06.015

DO - 10.1016/j.jorganchem.2018.06.015

M3 - Article

VL - 870

SP - 104

EP - 109

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

ER -