(C5H8N2)Fe3(CO)9 — ein Eisencluster eines cis‐Dimin‐Derivats

Albini, Angelo; Kisch, Horst

doi:10.1002/ange.19750870615

Cited by 14 publications

(3 citation statements)

References 5 publications

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“…The tetracarbonyliron complex 6 is, to our knowledge, the first metal carbonyl derivative of an aliphatic azoxy compound. From the striking similarity of the pattern and position of the four v(CO) bands to that of analogous diazene complexes, it is concluded that the N=N(0) group bonds to the metal like an undisturbed N=N group and not like an amine, in which case one should expect the appearance of only three v(CO) bands [5,7]. From this one may generalize that cis-azoxy compounds are able to form a-complexes with transition metals in the same way as ds-diazenes.…”

Section: Discussionmentioning

confidence: 86%

“…Due to its instability we have not been able to obtain 3 analytically pure. On the basis of the striking similarity of the IR spectrum with that of (2,3-diazanorbornene)Fe(CO)4 [5] and its smooth conversion into 4 and 5 upon reaction with Fe2(CO)9, we propose that 1 is bonded via one lone pair to the Fe(CO)4 unit as shown in Scheme 1. Complex 3 is less stable than analogous complexes of this type containing diazenes of larger ring size [2,13].…”

Section: + Permanent Address: Lanchow Institute Of Chemicalmentioning

confidence: 88%

“…Mononuclear a-complexes derived from iron carbonyls and cyclic diazenes are generally not very stable, although they have been isolated in several cases [2][3][4][5][6]. Their initial formation is usually followed by further reactions to give more stable, binuclear complexes containing an Fe-Fe bond.…”

Section: Introductionmentioning

confidence: 99%

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Transition Metal Complexes of Diazenes, XVII [1]. Reactions of 1,2-Diazetines and 1,2-Diazetine-N-oxides with Iron Carbonyls

Albini

Kisch

Chiang

1982

Zeitschrift Für Naturforschung B

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Enneacarbonyldiiron reacts with 3,3,4,4-tetramethyl-1,2-diazetine (L) or its mono-N-oxide (L′) to form complexes (L)Fe(CO)4 (3), (L)Fe2(CO)7 (4), (L)Fe2(CO)6 (5), or (L′)Fe(CO)4 (6), and small amounts of deoxygenated 4 and 5, respectively. Formation and stability of the complexes is compared with those of ligands with smaller and larger ring sizes and discussed in terms of the electronic properties of the ligand lone-pair Orbitals. The molecular structure of 4 is established by X-ray analysis.

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Section: Discussionmentioning

confidence: 86%

Section: + Permanent Address: Lanchow Institute Of Chemicalmentioning

confidence: 88%

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Transition Metal Complexes of Diazenes, XVII [1]. Reactions of 1,2-Diazetines and 1,2-Diazetine-N-oxides with Iron Carbonyls

Albini

Kisch

Chiang

1982

Zeitschrift Für Naturforschung B

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ChemInform Abstract: UEBERGANGSMETALLKOMPLEXE VON AZOVERBINDUNGEN 3. MITT. (C5H8N2)FE3(CO)9 ‐ EIN EISENCLUSTER EINES CIS‐DIMIN‐DERIVATS

Albini¹,

Kisch²

1975

Chemischer Informationsdienst

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Darstellung 5,5‐disubstituierter 1,3‐Cyclopentadiene durch Cyclisierung von 3,3‐Dialkylglutarsäureestern sowie durch Ringerweiterung von 3,4‐Dichlorcyclobuten

Eilbracht

Dahler

1979

Liebigs Ann. Chem.

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Die bekannte Synthese von 5,5-Dimethyl-l,3-~yclopentadien (la) durch Cyclisierung von 3,3-Dimethylglutarsaureestern 2 wurde verbessert und auf die Darstellung von 5,5-Diethyl-, 5-Ethyl-5-methyl-und 5-Methy1-5-phenyl-l,3-~y!Aopentadien (1 b, l c und Id) iibertragen. Eine neue Synthese 5,5-disubstituierter 1,3-CycIopentadiene 1 durch Ringerweiterung des 3,4-Dichlorcyclobutens (9) mit Diazoalkanen 10a -c iiber die 2,3-Dichlorbicyclopentane 13 oder 14 ermoglicht einen wesentlich kiirzeren Zugang zu diesen Kohlenwasserstoffen. Die Bildung von 5,5-Dialkylbicyclo-[2.1 .O]pent-2-enen 8 bei der Dehalogenierung der Dihalogenverbindungen 13 oder 14 konnte weder bei tiefer Temperatur noch bei Einsatz von Metallcarbonylen als Dehalogenierungsmittel nachgewiesen werden. Die Dehalogenierung fiihrt direkt zum Cyclopentadiensystem. Synthesis of 5,s-Disubstituted 1,3-Cyclopentadienes via Cyclization of 3,3-Dialkylglutaric Esters or Ring Expansion of 3,4-DichlorocyclobuteneThe synthesis of 5,5-dimethyl-l,3-~yclopentadiene (la) by cyclization of 3,3-dimethylglutaric esters 2 has been improved and applied to the preparation of 5,5-diethyl-, 5-ethyl-5-methyl-, and 5-methyl-5-phenyl-l,3-cyclopentadiene (1 b, l c , and Id). A novel synthesis of 5,5-dialkyl substituted cyclopentadienes 1 by ring expansion of 3,4-dichlorocyclobutene (9) with diazoalkanes 10a-c via the 2,3-dichlorobicyclopentanes 13 or 14 offers easier access to these hydrocarbons. The formation of 5,5-dialkylbicyclo[2.1 .O]pent-2-enes 8 on dehalogenation of the dihalogen compounds 13 or 14 could not be demonstrated neither at low temperatures nor by use of metal carbonyls as dehalogenating agents. Dehalogenation leads directly to the cyclopentadiene system. Die gezielte Synthese 5,5-dialkylsubstituierter Cyclopentadiene 1 1Mt sich normalerweise nicht durch Alkylierung des Cyclopentadienid-Ions erreichen'). So erhalt man bei der Methylierung von Natrium-cyclopentadienid mit Methyliodid ein Gemisch der drei mdglichen Dimethylcyclopentadiene in dem das 5,s-Isomere 1 a gegeniiber den anderen Isomeren nur in geringem Anteil gebildet wird').Die isomerenfreie Bildung 5,s-dialkylsubstituierter Cyclopentadiene 1 gelingt dagegen bei der Spiroalkylierung des Cyclopentadienid-Ions mit Dihalogenalkanen unter Ausbildung des Spiro[2.4]hepta-4,6-diens [l, R1 -R2 = -(CH2)2-]3-5) und des *) Korrespondenz bitte an diesen Autor richten.

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(C₅H₈N₂)Fe₃(CO)₉ — ein Eisencluster eines cis‐Dimin‐Derivats

Cited by 14 publications

References 5 publications

Transition Metal Complexes of Diazenes, XVII [1]. Reactions of 1,2-Diazetines and 1,2-Diazetine-N-oxides with Iron Carbonyls

Transition Metal Complexes of Diazenes, XVII [1]. Reactions of 1,2-Diazetines and 1,2-Diazetine-N-oxides with Iron Carbonyls

ChemInform Abstract: UEBERGANGSMETALLKOMPLEXE VON AZOVERBINDUNGEN 3. MITT. (C5H8N2)FE3(CO)9 ‐ EIN EISENCLUSTER EINES CIS‐DIMIN‐DERIVATS

Darstellung 5,5‐disubstituierter 1,3‐Cyclopentadiene durch Cyclisierung von 3,3‐Dialkylglutarsäureestern sowie durch Ringerweiterung von 3,4‐Dichlorcyclobuten

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