REDUKTION VON CARBEN-ADDUKTEN DES KOHLENSTOFFDISULFIDS: EIN NEUER WEG ZU ELEKTRONENREICHEN 1,1-DITHIOLATEN<sup>[1]</sup>

Kühn, Norbert; Weyers, Gerd; Dümmling, Stefan; Speiser, Bend

doi:10.1080/10426509708031563

Cited by 12 publications

(1 citation statement)

References 22 publications

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“…Hierbei bietet sich der kontrollierte Abbau der Amidinat-Funktion zu Stickstoff-haltigen Carboxylato-Derivaten 11 (X = O, S, Cl+) in Analogie zu bereits beschriebenen Umsetzungen mit 3 (X, Y = O[11]) ebenso an wie die Koordination an Metallzentren (12); auch für diese liefert die Chemie von 3 (X, Y = O[ 1 ], S [25]) bereits Vorlagen. Die Übertragung der für das Dithiocarboxylat 3 (X, Y = S) ausführlich beschriebenen chemischen und elektrochemischen Reduktion zum Dianion 13[26] wird nach ersten Brought to you by | New York University Bobst Library Technical Services Authenticated Download Date | 7/15/15 9:25 AM Ergebnissen in 6 durch die sterische Wechselwir kung der Isopropyl-Substituenten in besonderem Maße behindert; wir bemühen uns deshalb derzeit um einen schrittweisen Abbau der Überfrachtung an den Stickstoff-Positionen. Hierüber wollen wir demnächst berichten.…”

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1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N’-diisopropylamidinat, ein neuartiges Retain [1] / 1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N'-diisopropylamidinate, a Novel Betaine [1]

Kühn

Steimann

Weyers

et al. 1999

Zeitschrift Für Naturforschung B

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The imidazolium-2-amidinate 6 is obtained from the reaction of 2,3-dihydro-1,3-diisopropyl- 4,5-dimethylimidazol-2-ylidene (4) with diisopropylcarbodiimide (5) as stable solid. Overcrowding causes a lowered symmetry of the amidinate fragment indicated both by structural and NMR data. The strongly basic properties of 6 allow facile protonation with HCl to the cationic amidine derivatives 7 and 8. The ketoamidine 10 is formed by a ring opening reaction of 6 with water. The X-ray structures of 6 and 10 are reported.

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unclassified

1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N’-diisopropylamidinat, ein neuartiges Retain [1] / 1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N'-diisopropylamidinate, a Novel Betaine [1]

Kühn

Steimann

Weyers

et al. 1999

Zeitschrift Für Naturforschung B

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Betaine Adducts of N‐Heterocyclic Carbenes: Synthesis, Properties, and Reactivity

2009

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N‐Heterocyclic carbenes (NHCs) form stable zwitterionicadducts with a range of heteroallenes, ketenes, and allenes. Although the first representatives of this class of inner salts were first investigated as far back as the 1960s, they have enjoyed a sustained interest from the chemical community over the years. Depending on the nature of their anionic moiety, NHC betaines display a very broad palette of reactivities and have found applications in various fields of organic synthesis and catalysis. In this Microreview, the synthesis, properties, and reactivity of NHC betaines are surveyed. The NHCs under consideration include ylidenes derived from imidazole, benzimidazole, imidazoline, thiazole, or triazole, and the heteroallenes investigated so far are carbon dioxide, carbon disulfide, isocyanates, isothiocyanates, and their selenium analogues. A historical background is provided for each type of adduct under consideration, but emphasis is placed mainly on developments that have appeared in the literature within the past few years. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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Carbene Complexes of Nonmetals

Kirmse

2005

Eur J Org Chem

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Electrophilic carbenes accept a variety of n‐ and π‐donors. The products range from persistent ylides to matrix‐isolated xenon complexes. Ylides can be viewed as carbene complexes if they regenerate carbenes thermally or undergo concerted methylene transfer reactions. According to these definitions, the present review focuses on oxonium and iodonium ylides. Transient π‐complexes appear to be involved in addition reactions of carbenes with arenes (but not with alkenes). Nucleophilic carbenes form adducts with Lewis acids which are, for the most part, stable and have been well characterized structurally. Only recently attention has been directed to reversible systems. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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REDUKTION VON CARBEN-ADDUKTEN DES KOHLENSTOFFDISULFIDS: EIN NEUER WEG ZU ELEKTRONENREICHEN 1,1-DITHIOLATEN^[1]

Cited by 12 publications

References 22 publications

1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N’-diisopropylamidinat, ein neuartiges Retain [1] / 1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N'-diisopropylamidinate, a Novel Betaine [1]

1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N’-diisopropylamidinat, ein neuartiges Retain [1] / 1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N'-diisopropylamidinate, a Novel Betaine [1]

Betaine Adducts of N‐Heterocyclic Carbenes: Synthesis, Properties, and Reactivity

Carbene Complexes of Nonmetals

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REDUKTION VON CARBEN-ADDUKTEN DES KOHLENSTOFFDISULFIDS: EIN NEUER WEG ZU ELEKTRONENREICHEN 1,1-DITHIOLATEN[1]

Cited by 12 publications

References 22 publications

1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N’-diisopropylamidinat, ein neuartiges Retain [1] / 1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N'-diisopropylamidinate, a Novel Betaine [1]

1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N’-diisopropylamidinat, ein neuartiges Retain [1] / 1,3-Diisopropyl-4,5-dimethylimidazolium-2-N,N'-diisopropylamidinate, a Novel Betaine [1]

Betaine Adducts of N‐Heterocyclic Carbenes: Synthesis, Properties, and Reactivity

Carbene Complexes of Nonmetals

Contact Info

Product

Resources

About

REDUKTION VON CARBEN-ADDUKTEN DES KOHLENSTOFFDISULFIDS: EIN NEUER WEG ZU ELEKTRONENREICHEN 1,1-DITHIOLATEN^[1]