Interaction of Trialkylaluminum Reagents with Organotransition-Metal π-Complexes: One-Step, High-Yield Ethylation of [(Arene)2Fe]2+ Cations

T. Stanley Cameron; Anthony Linden; K. Craig Sturge; Michael D. Clerk; Michael J. Zaworotko

doi:10.1021/om00102a027

Interaction of Trialkylaluminum Reagents with Organotransition-Metal π-Complexes: One-Step, High-Yield Ethylation of [(Arene)₂Fe]²⁺ Cations

T. Stanley Cameron, Anthony Linden, K. Craig Sturge, Michael D. Clerk, Michael J. Zaworotko

Research output: Contribution to journal › Article › peer-review

Abstract

Triethylaluminum has been utilized to ethylate the series [(arene)₂Fe](PF₆)₂ (arene = benzene (1a), mesitylene (1b), pentamethylbenzene (1c), and hexamethylbenzene (1d)) in one facile, high-yield step. Monocationic cyclohexadienyl complexes were the only isolate products, and yields improved as the degree of substitution of the arene ring increased. To our knowledge the ethylation of 1d represents the first example of direct, high-yield alkylation at an alkylated arene ring position and therefore offers a convenient opening to subsequent synthesis of useful bifunctionalized cyclohexadiene complexes. X-ray crystal structures are reported for the cyclohexadienyl complexes derived from 1b and 1d.

Original language	English
Pages (from-to)	2571-2573
Number of pages	3
Journal	Organometallics
Volume	7
Issue number	12
DOIs	https://doi.org/10.1021/om00102a027
Publication status	Published - Dec 1988
Externally published	Yes

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title = "Interaction of Trialkylaluminum Reagents with Organotransition-Metal π-Complexes: One-Step, High-Yield Ethylation of [(Arene)2Fe]2+ Cations",

abstract = "Triethylaluminum has been utilized to ethylate the series [(arene)2Fe](PF6)2 (arene = benzene (1a), mesitylene (1b), pentamethylbenzene (1c), and hexamethylbenzene (1d)) in one facile, high-yield step. Monocationic cyclohexadienyl complexes were the only isolate products, and yields improved as the degree of substitution of the arene ring increased. To our knowledge the ethylation of 1d represents the first example of direct, high-yield alkylation at an alkylated arene ring position and therefore offers a convenient opening to subsequent synthesis of useful bifunctionalized cyclohexadiene complexes. X-ray crystal structures are reported for the cyclohexadienyl complexes derived from 1b and 1d.",

author = "Cameron, {T. Stanley} and Anthony Linden and Sturge, {K. Craig} and Clerk, {Michael D.} and Zaworotko, {Michael J.}",

year = "1988",

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language = "English",

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T1 - Interaction of Trialkylaluminum Reagents with Organotransition-Metal π-Complexes

T2 - One-Step, High-Yield Ethylation of [(Arene)2Fe]2+ Cations

AU - Cameron, T. Stanley

AU - Linden, Anthony

AU - Sturge, K. Craig

AU - Clerk, Michael D.

AU - Zaworotko, Michael J.

PY - 1988/12

Y1 - 1988/12

N2 - Triethylaluminum has been utilized to ethylate the series [(arene)2Fe](PF6)2 (arene = benzene (1a), mesitylene (1b), pentamethylbenzene (1c), and hexamethylbenzene (1d)) in one facile, high-yield step. Monocationic cyclohexadienyl complexes were the only isolate products, and yields improved as the degree of substitution of the arene ring increased. To our knowledge the ethylation of 1d represents the first example of direct, high-yield alkylation at an alkylated arene ring position and therefore offers a convenient opening to subsequent synthesis of useful bifunctionalized cyclohexadiene complexes. X-ray crystal structures are reported for the cyclohexadienyl complexes derived from 1b and 1d.

AB - Triethylaluminum has been utilized to ethylate the series [(arene)2Fe](PF6)2 (arene = benzene (1a), mesitylene (1b), pentamethylbenzene (1c), and hexamethylbenzene (1d)) in one facile, high-yield step. Monocationic cyclohexadienyl complexes were the only isolate products, and yields improved as the degree of substitution of the arene ring increased. To our knowledge the ethylation of 1d represents the first example of direct, high-yield alkylation at an alkylated arene ring position and therefore offers a convenient opening to subsequent synthesis of useful bifunctionalized cyclohexadiene complexes. X-ray crystal structures are reported for the cyclohexadienyl complexes derived from 1b and 1d.

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Interaction of Trialkylaluminum Reagents with Organotransition-Metal π-Complexes: One-Step, High-Yield Ethylation of [(Arene)₂Fe]²⁺ Cations

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