Synthesis of ferrocenylacetylenes

Rosenblum, M.; Brawn, N.; Papenmeier, J.; Applebaum, M.

doi:10.1016/s0022-328x(00)93653-2

Cited by 215 publications

(110 citation statements)

References 7 publications

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“…Mach and co-workers synthesized and characterized titanocene complexes with the monoferrocenyl-substituted alkynes FcCCR (R = SiMe 3 , Ph). [11] We report herein on the synthesis and structural and electrochemical properties of complexes 1 and 2 which were obtained by addition of diferrocenylacetylene (FcC CFc) [12] and 1,4-diferrocenylbuta-1,3-diyne (FcCCCCFc) [13] to titanocene complexes. Their physical and chemical properties are studied and discussed in detail along with density functional theory computations.…”

Section: Dedicated To Professor Gerhard Erker In Occasion Of His 65thmentioning

confidence: 99%

Ferrocenyl‐Substituted Metallacycles of Titanocenes: Oligocyclopentadienyl Complexes with Promising Properties

et al. 2011

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C2 and C4 with three metallocenes: Two diferrocenyl‐substituted three‐ and five‐membered titanacycles (see structure) were synthesized. Their molecular structures in the solid state reveal symmetrically arranged metallocene groups connected only by a C2 or C4 chain. For the first time, the electrochemical behavior of these systems was studied and a linearization of the ligand in the dication of the five‐membered ring was observed.

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Section: Dedicated To Professor Gerhard Erker In Occasion Of His 65thmentioning

confidence: 99%

Ferrocenyl‐Substituted Metallacycles of Titanocenes: Oligocyclopentadienyl Complexes with Promising Properties

et al. 2011

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“…[10] Mach et al wiederum beschreiben Titanocenkomplexe der monoferrocenylsubstituierten Alkine FcCCR (R = SiMe 3 , Ph), die vollständig charakterisiert wurden. [11] Hier stellen wir die Synthese, Struktur und elektrochemischen Eigenschaften der Verbindungen 1 und 2 vor, die formal durch die Addition von Titanocenfragmenten an Diferrocenylacetylen (FcCCFc) [12] oder 1,4-Diferrocenylbuta-1,3-diin (FcCCCCFc) [13] entstehen. Deren physikalische und chemische Eigenschaften wurden intensiv untersucht und mit den Ergebnissen aus quantenchemischen Rechnungen untermauert.…”

Section: Professor Gerhard Erker Zum 65 Geburtstag Gewidmetunclassified

Ferrocenylsubstituierte Metallacyclen des Titanocens – Oligocyclopentadienylkomplexe mit vielversprechenden Eigenschaften

et al. 2011

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C2 und C4 mit drei Metallocenen: Zwei diferrocenylsubstituierte drei‐ und fünfgliedrige Titanacyclen (siehe Struktur) wurden synthetisiert. Ihre Molekülstruktur im Kristall weist eine symmetrische Anordnung dreier Metallocengruppen auf, die nur durch eine C2‐ bzw. C4‐Kette verbunden sind. Erstmals wurde das elektrochemische Verhalten solcher Systeme untersucht, wobei eine Linearisierung des Liganden im Dikation des Fünfrings beobachtet wurde.

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“…Ferrocenylacetylenes constitute an interesting class of ferrocene derivatives since they may serve as starting materials for the construction of more complex organometallics [23][24][25] . Sonogashira coupling, the reaction of terminal alkynes with aryl or alkenyl halides is the most straightforward and powerful method for the synthesis of aryl and alkenyl substituted acetylenes [26][27][28] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and electrochemical study of some novel alkynylferrocene derivatives

Hosseinzadeh¹,

Ojani²,

Shabani³

2013

10.5267/j.ccl

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Ferrocene and their derivatives are well-known redox active materials and were extensively used by construction of modified electrodes for the design of electrochemical sensors and biosensors. Substituent derivatization of ferrocene offers the prospect of controlling ferrocene moiety properties such as solubility, stability, reversibility of oxidation wave (important for their role as an electron transfer mediator) and oxidation potential, which is critical in the electrochemical determination of biological compounds. A new series of rigid alkynylferrocene including of 2-ferrocenylethynyl fluoren (3a), 2-ferrocenylethynyl fluoren-9-one (3b), 4-ferrocenylethynyl aniline (3c) and 3-ferrocenylethynyl-1-trifluoromethyl benzene (3d) have been prepared in good yields by Sonogashira coupling reaction. All products were characterized by 1 H and 13 C NMR, FT-IR, and elemental analysis. The redox chemistry of these compounds has been investigated by cyclic voltammetry. The half-wave potential of the terminal ferrocenyl moieties increases progressively in the order of 3c<3a<3b<3d, which is consistent with the electron density on the ferrocenyl unit.

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Synthesis of ferrocenylacetylenes

Cited by 215 publications

References 7 publications

Ferrocenyl‐Substituted Metallacycles of Titanocenes: Oligocyclopentadienyl Complexes with Promising Properties

Ferrocenyl‐Substituted Metallacycles of Titanocenes: Oligocyclopentadienyl Complexes with Promising Properties

Ferrocenylsubstituierte Metallacyclen des Titanocens – Oligocyclopentadienylkomplexe mit vielversprechenden Eigenschaften

Synthesis and electrochemical study of some novel alkynylferrocene derivatives

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