Cyclodimerization of the 1-methyl-1,3-diferrocenylallyl cation into 1,3,5-triferrocenyl-4-(1-ferrocenylethenyl)cyclohexene

Klimova, Elena I.; Pushin, A. N.; Sazonova, V. A.

doi:10.1016/0022-328x(84)80379-4

Cited by 28 publications

(8 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Cyclopropene 6 was synthesized using the standard procedure including dehydrobromination of (2)-and (E)-2-bromo-1-ferrocenyl-l-(l-naphthyl)cyclopropanes (9) by ButOK in DMSO: 6…”

Section: 8mentioning

confidence: 99%

3-Ferrocenyl-3-(1-naphthyl)cyclopropene. Synthesis, structure, and chemical transformations

Klimova

Ramirez²,

Berestneva³

et al. 1998

Russ Chem Bull

View full text Add to dashboard Cite

Crystalline 3-ferrocenyl-3-(1-naphthyl)cyclopropene was prepared by dehydrobromination of Z-and E-2-bromo-l-ferrocenyl-l-(l-naphthyl)-cyclopropanes by ButOK in DMSO. The resulting compound and the starting Z-monobromocyclopropane were characterized by X-ray diffraction analysis. The obtained cyclopropene reacts with 1,3-diphenylisobenzofuran to give a [4+2J-cycloadduct. The small ring opens upon treatment with HBF4 etherate to afford isomeric Z-and E-prop-l-enes and 1-ferrocenyl-3//-berLzo[e]indene. Thermolysis of this cyclopropene results in the formation of l-ferrocenyl-gbH-benzo [e]indene. In all cases, opening of the small ring is accompanied by exclusive alkylation of the naphthalene moiety.

show abstract

“…Cyclopropene 6 was synthesized using the standard procedure including dehydrobromination of (2)-and (E)-2-bromo-1-ferrocenyl-l-(l-naphthyl)cyclopropanes (9) by ButOK in DMSO: 6…”

Section: 8mentioning

confidence: 99%

3-Ferrocenyl-3-(1-naphthyl)cyclopropene. Synthesis, structure, and chemical transformations

Klimova

Ramirez²,

Berestneva³

et al. 1998

Russ Chem Bull

View full text Add to dashboard Cite

show abstract

“…4 Evidently, both molecules are characterized by E-configurations of the double bonds and an "external" arrangement of the bulky ferrocenyt substituent, l't, 9 Virtually no data on the synthesis and properties of exocyclic trienes with structures of this type can be found in the literature, except for two preliminaw communications dealing with the preparation of relatively unstable 1,3-bis! ferrocenylmethylene)-2-methylenecyclohexane, t~…”

Section: Fc = Cshffecshmentioning

confidence: 99%

3,5-Bis(ferrocenylmethylene)-1-methyl-4-methylenepiperidine. Synthesis and some chemical properties

et al. 2000

View full text Add to dashboard Cite

“…[14] Ferrocenyl-, (aryl)ferrocenyl-, (alkyl)ferrocenyl-, (alkyl)diferrocenyl-and (aryl)diferrocenylbuta-1,3-dienes have been reported; their thermal and proton-induced cyclodimerization [9,11] and cationic cycloaddition [10,12] reactions occur with high diastereoselectivity. The reaction products comprise alkylaryl(ferrocenyl)-substituted six-membered carbocycles that are either free or fused to other carbo-or heterocyclic systems.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Some Chemical Transformations of (Z)‐ and (E)‐2‐Acetyl‐1‐ferrocenyl‐3‐methylbuta‐1,3‐dienes − A New Type of Cationic Cycloaddition

Klimova

Stivalet

et al. 2004

Eur J Org Chem

View full text Add to dashboard Cite

Dehydration of (E)-and (Z)-2-acetyl-1-ferrocenyl-3-methylbut-1-en-3-ols gave the corresponding (E)-and (Z)-2-acetyl-1-ferrocenyl-3-methylbuta-1,3-dienes, which have a crossconjugated system of three double bonds. These heterotrienes readily afford the products of linear and cyclodimerization by following a cationic cyclodimerization mechanism; they also form Diels−Alder adducts with azodicarboxylic and maleic acid N-phenylimides. The spatial structures of (E)-2-

show abstract

Cyclodimerization of the 1-methyl-1,3-diferrocenylallyl cation into 1,3,5-triferrocenyl-4-(1-ferrocenylethenyl)cyclohexene

Cited by 28 publications

References 0 publications

3-Ferrocenyl-3-(1-naphthyl)cyclopropene. Synthesis, structure, and chemical transformations

3-Ferrocenyl-3-(1-naphthyl)cyclopropene. Synthesis, structure, and chemical transformations

3,5-Bis(ferrocenylmethylene)-1-methyl-4-methylenepiperidine. Synthesis and some chemical properties

Synthesis and Some Chemical Transformations of (Z)‐ and (E)‐2‐Acetyl‐1‐ferrocenyl‐3‐methylbuta‐1,3‐dienes − A New Type of Cationic Cycloaddition

Contact Info

Product

Resources

About