Lewis acid promoted intramolecular cyclization of (η4-diene)Fe(CO)3 complexes bearing functionalized side chains

Ming Chang P. Yeh; L. W. Chuang; S. C. Chang; M. L. Lai; C. C. Chou

doi:10.1021/om9703301

Lewis acid promoted intramolecular cyclization of (η⁴-diene)Fe(CO)₃ complexes bearing functionalized side chains

Ming Chang P. Yeh^*, L. W. Chuang, S. C. Chang, M. L. Lai, C. C. Chou

^*Corresponding author for this work

Department of Chemistry

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

19 Citations (Scopus)

Abstract

Addition of aluminum chloride to the (η⁴-cyclohexadiene)Fe(CO)₃ complex bearing an acid chloride side chain at C-5 gives a cyclic keto complex, whereas Lewis acid assisted intramolecular cyclization of acyclic (η⁴-butadiene)Fe(CO)₃ complexes containing an aldehyde, an ester, or a nitrile functionality produces (σ,η³-allyl)tricarbonyliron complexes. Treatments of the (η⁴-butadiene)Fe(CO)₃ complexes bearing a chromium carbene moiety in refluxing toluene lead to formation of furan derivatives by intramolecular addition of the diene ligand to the chromium carbene carbon center.

Original language	English
Pages (from-to)	4435-4444
Number of pages	10
Journal	Organometallics
Volume	16
Issue number	20
DOIs	https://doi.org/10.1021/om9703301
Publication status	Published - 1997 Sept 30

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "Lewis acid promoted intramolecular cyclization of (η4-diene)Fe(CO)3 complexes bearing functionalized side chains",

abstract = "Addition of aluminum chloride to the (η4-cyclohexadiene)Fe(CO)3 complex bearing an acid chloride side chain at C-5 gives a cyclic keto complex, whereas Lewis acid assisted intramolecular cyclization of acyclic (η4-butadiene)Fe(CO)3 complexes containing an aldehyde, an ester, or a nitrile functionality produces (σ,η3-allyl)tricarbonyliron complexes. Treatments of the (η4-butadiene)Fe(CO)3 complexes bearing a chromium carbene moiety in refluxing toluene lead to formation of furan derivatives by intramolecular addition of the diene ligand to the chromium carbene carbon center.",

author = "Yeh, {Ming Chang P.} and Chuang, {L. W.} and Chang, {S. C.} and Lai, {M. L.} and Chou, {C. C.}",

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T1 - Lewis acid promoted intramolecular cyclization of (η4-diene)Fe(CO)3 complexes bearing functionalized side chains

AU - Yeh, Ming Chang P.

AU - Chuang, L. W.

AU - Chang, S. C.

AU - Lai, M. L.

AU - Chou, C. C.

PY - 1997/9/30

Y1 - 1997/9/30

N2 - Addition of aluminum chloride to the (η4-cyclohexadiene)Fe(CO)3 complex bearing an acid chloride side chain at C-5 gives a cyclic keto complex, whereas Lewis acid assisted intramolecular cyclization of acyclic (η4-butadiene)Fe(CO)3 complexes containing an aldehyde, an ester, or a nitrile functionality produces (σ,η3-allyl)tricarbonyliron complexes. Treatments of the (η4-butadiene)Fe(CO)3 complexes bearing a chromium carbene moiety in refluxing toluene lead to formation of furan derivatives by intramolecular addition of the diene ligand to the chromium carbene carbon center.

AB - Addition of aluminum chloride to the (η4-cyclohexadiene)Fe(CO)3 complex bearing an acid chloride side chain at C-5 gives a cyclic keto complex, whereas Lewis acid assisted intramolecular cyclization of acyclic (η4-butadiene)Fe(CO)3 complexes containing an aldehyde, an ester, or a nitrile functionality produces (σ,η3-allyl)tricarbonyliron complexes. Treatments of the (η4-butadiene)Fe(CO)3 complexes bearing a chromium carbene moiety in refluxing toluene lead to formation of furan derivatives by intramolecular addition of the diene ligand to the chromium carbene carbon center.

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Lewis acid promoted intramolecular cyclization of (η⁴-diene)Fe(CO)₃ complexes bearing functionalized side chains

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