Synthesis and redox behavior of ene-diyne scaffolds that bear ferrocenes at the periphery

Taku Shoji; Shunji Ito; Kozo Toyota; Noboru Morita

doi:10.1016/j.tetlet.2009.03.172

Synthesis and redox behavior of ene-diyne scaffolds that bear ferrocenes at the periphery

Taku Shoji, Shunji Ito, Kozo Toyota, Noboru Morita

SCI - Chemistry

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

7 Citations (Scopus)

Abstract

The ene-diyne systems 1 and 2 possessing ferrocenyl groups at the periphery were prepared by the simple one-pot Sonogashira-Hagihara coupling reaction of ethynylferrocene with 9-dibromomethylene-9H-fluorene (4) and 9,10-bis(dibromomethylene)-9,10-dihydroanthracene (5). The novel ferrocene-substituted ene-diyne compounds exhibited amphoteric redox behavior with a reversible one-stage electrochemical oxidation upon cyclic voltammetry.

Original language	English
Pages (from-to)	2825-2827
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2009.03.172
Publication status	Published - 2009 Jun 10

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2009.03.172

Cite this

@article{dca63bf071094cec8a3991d3421bf6eb,

title = "Synthesis and redox behavior of ene-diyne scaffolds that bear ferrocenes at the periphery",

abstract = "The ene-diyne systems 1 and 2 possessing ferrocenyl groups at the periphery were prepared by the simple one-pot Sonogashira-Hagihara coupling reaction of ethynylferrocene with 9-dibromomethylene-9H-fluorene (4) and 9,10-bis(dibromomethylene)-9,10-dihydroanthracene (5). The novel ferrocene-substituted ene-diyne compounds exhibited amphoteric redox behavior with a reversible one-stage electrochemical oxidation upon cyclic voltammetry.",

author = "Taku Shoji and Shunji Ito and Kozo Toyota and Noboru Morita",

note = "Funding Information: This work was partially supported by the global COE project, International Center of Research & Education for Molecular Complex Chemistry, of the Ministry of Education, Culture, Sports, Science, and Technology, Japan.",

year = "2009",

month = jun,

day = "10",

doi = "10.1016/j.tetlet.2009.03.172",

language = "English",

volume = "50",

pages = "2825--2827",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "23",

}

TY - JOUR

T1 - Synthesis and redox behavior of ene-diyne scaffolds that bear ferrocenes at the periphery

AU - Shoji, Taku

AU - Ito, Shunji

AU - Toyota, Kozo

AU - Morita, Noboru

N1 - Funding Information: This work was partially supported by the global COE project, International Center of Research & Education for Molecular Complex Chemistry, of the Ministry of Education, Culture, Sports, Science, and Technology, Japan.

PY - 2009/6/10

Y1 - 2009/6/10

N2 - The ene-diyne systems 1 and 2 possessing ferrocenyl groups at the periphery were prepared by the simple one-pot Sonogashira-Hagihara coupling reaction of ethynylferrocene with 9-dibromomethylene-9H-fluorene (4) and 9,10-bis(dibromomethylene)-9,10-dihydroanthracene (5). The novel ferrocene-substituted ene-diyne compounds exhibited amphoteric redox behavior with a reversible one-stage electrochemical oxidation upon cyclic voltammetry.

AB - The ene-diyne systems 1 and 2 possessing ferrocenyl groups at the periphery were prepared by the simple one-pot Sonogashira-Hagihara coupling reaction of ethynylferrocene with 9-dibromomethylene-9H-fluorene (4) and 9,10-bis(dibromomethylene)-9,10-dihydroanthracene (5). The novel ferrocene-substituted ene-diyne compounds exhibited amphoteric redox behavior with a reversible one-stage electrochemical oxidation upon cyclic voltammetry.

UR - http://www.scopus.com/inward/record.url?scp=64549103746&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=64549103746&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.03.172

DO - 10.1016/j.tetlet.2009.03.172

M3 - Article

AN - SCOPUS:64549103746

SN - 0040-4039

VL - 50

SP - 2825

EP - 2827

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

Synthesis and redox behavior of ene-diyne scaffolds that bear ferrocenes at the periphery

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this