C-C bond formation using allylic organozirconium compounds. Nucleophilic additions on to isolated and in situ generated η5-pentadienyl-Fe(CO)3/Fe(CO)2PPh 3(+1) cations

Leila Motiei; Ilan Marek; Hugo E. Gottlieb; Vered Marks; Jean Paul Lellouche

doi:10.1016/s0040-4039(03)01363-7

C-C bond formation using allylic organozirconium compounds. Nucleophilic additions on to isolated and in situ generated η⁵-pentadienyl-Fe(CO)₃/Fe(CO)₂PPh ₃(+1) cations

Leila Motiei, Ilan Marek, Hugo E. Gottlieb, Vered Marks, Jean Paul Lellouche

Department of Chemistry

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Abstract

Two nucleophilic allylic organozirconium compounds 9-10 (R⁵: Me and tBu) have been reacted with acyclic isolated η⁵-pentadienyl-Fe(CO)₃/Fe(CO)₂PPh ₃(+1) cations or with these intermediates generated in situ (Uemura-like conditions). Depending on reaction conditions, iron-complexed η⁴-dienyl-Fe(CO)₃/Fe(CO)₂PPh₃ and σ,η³-π-allyl-Fe(CO)₃/Fe(CO) ₂PPh₃ condensation products have been selectively isolated and fully characterized.

Original language	English
Pages (from-to)	5909-5912
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	31
DOIs	https://doi.org/10.1016/s0040-4039(03)01363-7
State	Published - 28 Jul 2003

Keywords

(η-pentadienyl)Fe(CO)/Fe(CO) PPh(+1) cations
Carbon-carbon bond formation
Organozirconium compounds

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10.1016/s0040-4039(03)01363-7

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title = "C-C bond formation using allylic organozirconium compounds. Nucleophilic additions on to isolated and in situ generated η5-pentadienyl-Fe(CO)3/Fe(CO)2PPh 3(+1) cations",

abstract = "Two nucleophilic allylic organozirconium compounds 9-10 (R5: Me and tBu) have been reacted with acyclic isolated η5-pentadienyl-Fe(CO)3/Fe(CO)2PPh 3(+1) cations or with these intermediates generated in situ (Uemura-like conditions). Depending on reaction conditions, iron-complexed η4-dienyl-Fe(CO)3/Fe(CO)2PPh3 and σ,η3-π-allyl-Fe(CO)3/Fe(CO) 2PPh3 condensation products have been selectively isolated and fully characterized.",

keywords = "(η-pentadienyl)Fe(CO)/Fe(CO) PPh(+1) cations, Carbon-carbon bond formation, Organozirconium compounds",

author = "Leila Motiei and Ilan Marek and Gottlieb, {Hugo E.} and Vered Marks and Lellouche, {Jean Paul}",

year = "2003",

month = jul,

day = "28",

doi = "10.1016/s0040-4039(03)01363-7",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - C-C bond formation using allylic organozirconium compounds. Nucleophilic additions on to isolated and in situ generated η5-pentadienyl-Fe(CO)3/Fe(CO)2PPh 3(+1) cations

AU - Motiei, Leila

AU - Marek, Ilan

AU - Gottlieb, Hugo E.

AU - Marks, Vered

AU - Lellouche, Jean Paul

PY - 2003/7/28

Y1 - 2003/7/28

N2 - Two nucleophilic allylic organozirconium compounds 9-10 (R5: Me and tBu) have been reacted with acyclic isolated η5-pentadienyl-Fe(CO)3/Fe(CO)2PPh 3(+1) cations or with these intermediates generated in situ (Uemura-like conditions). Depending on reaction conditions, iron-complexed η4-dienyl-Fe(CO)3/Fe(CO)2PPh3 and σ,η3-π-allyl-Fe(CO)3/Fe(CO) 2PPh3 condensation products have been selectively isolated and fully characterized.

AB - Two nucleophilic allylic organozirconium compounds 9-10 (R5: Me and tBu) have been reacted with acyclic isolated η5-pentadienyl-Fe(CO)3/Fe(CO)2PPh 3(+1) cations or with these intermediates generated in situ (Uemura-like conditions). Depending on reaction conditions, iron-complexed η4-dienyl-Fe(CO)3/Fe(CO)2PPh3 and σ,η3-π-allyl-Fe(CO)3/Fe(CO) 2PPh3 condensation products have been selectively isolated and fully characterized.

KW - (η-pentadienyl)Fe(CO)/Fe(CO) PPh(+1) cations

KW - Carbon-carbon bond formation

KW - Organozirconium compounds

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DO - 10.1016/s0040-4039(03)01363-7

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AN - SCOPUS:0037631148

SN - 0040-4039

VL - 44

SP - 5909

EP - 5912

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 31

ER -

C-C bond formation using allylic organozirconium compounds. Nucleophilic additions on to isolated and in situ generated η⁵-pentadienyl-Fe(CO)₃/Fe(CO)₂PPh ₃(+1) cations

Abstract

Keywords

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