Reaction of benzoquinones and naphthoquinones with 1,8-diamino-3,6-dioxanonane and with 1,11-diamino-3,6,9-trioxaundecane

Alex K. Machocho; Thida Win; Sarina Grinberg; Shmuel Bittner

doi:10.1016/S0040-4039(03)01263-2

Reaction of benzoquinones and naphthoquinones with 1,8-diamino-3,6-dioxanonane and with 1,11-diamino-3,6,9-trioxaundecane

Alex K. Machocho, Thida Win, Sarina Grinberg, Shmuel Bittner

Department of Chemistry

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

18 Scopus citations

Abstract

Reaction of 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone with α,ω-diamino-derivatives of poly(alkylenoxides) leads to the formation of α,ω-bis(quinonyl) amines. A similar reaction with chloranil, bromanil, dichlorodicyanobenzoquinone, S-phenylbenzoquinone and 1,4-benzoquinone itself, leads to the formation of quinoid crown ethers.

Original language	English
Pages (from-to)	5531-5534
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	29
DOIs	https://doi.org/10.1016/S0040-4039(03)01263-2
State	Published - 14 Jul 2003

Keywords

Bis-quinonylamines
Crown ethers
Polyoxyethylenediamines
Quinones

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(03)01263-2

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title = "Reaction of benzoquinones and naphthoquinones with 1,8-diamino-3,6-dioxanonane and with 1,11-diamino-3,6,9-trioxaundecane",

abstract = "Reaction of 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone with α,ω-diamino-derivatives of poly(alkylenoxides) leads to the formation of α,ω-bis(quinonyl) amines. A similar reaction with chloranil, bromanil, dichlorodicyanobenzoquinone, S-phenylbenzoquinone and 1,4-benzoquinone itself, leads to the formation of quinoid crown ethers.",

keywords = "Bis-quinonylamines, Crown ethers, Polyoxyethylenediamines, Quinones",

author = "Machocho, {Alex K.} and Thida Win and Sarina Grinberg and Shmuel Bittner",

note = "Funding Information: This research was supported by the Israel Science Foundation founded by the Academy of Science and Humanities. T.W. thanks UNESCO for a post-doctoral research fellowship. We wish to thank Mrs. Ethel Solomon for skillful technical help and Ms. Janice Rubin for help in X-ray determinations.",

year = "2003",

month = jul,

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doi = "10.1016/S0040-4039(03)01263-2",

language = "English",

volume = "44",

pages = "5531--5534",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Reaction of benzoquinones and naphthoquinones with 1,8-diamino-3,6-dioxanonane and with 1,11-diamino-3,6,9-trioxaundecane

AU - Machocho, Alex K.

AU - Win, Thida

AU - Grinberg, Sarina

AU - Bittner, Shmuel

N1 - Funding Information: This research was supported by the Israel Science Foundation founded by the Academy of Science and Humanities. T.W. thanks UNESCO for a post-doctoral research fellowship. We wish to thank Mrs. Ethel Solomon for skillful technical help and Ms. Janice Rubin for help in X-ray determinations.

PY - 2003/7/14

Y1 - 2003/7/14

N2 - Reaction of 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone with α,ω-diamino-derivatives of poly(alkylenoxides) leads to the formation of α,ω-bis(quinonyl) amines. A similar reaction with chloranil, bromanil, dichlorodicyanobenzoquinone, S-phenylbenzoquinone and 1,4-benzoquinone itself, leads to the formation of quinoid crown ethers.

AB - Reaction of 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone with α,ω-diamino-derivatives of poly(alkylenoxides) leads to the formation of α,ω-bis(quinonyl) amines. A similar reaction with chloranil, bromanil, dichlorodicyanobenzoquinone, S-phenylbenzoquinone and 1,4-benzoquinone itself, leads to the formation of quinoid crown ethers.

KW - Bis-quinonylamines

KW - Crown ethers

KW - Polyoxyethylenediamines

KW - Quinones

UR - http://www.scopus.com/inward/record.url?scp=0038200793&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(03)01263-2

DO - 10.1016/S0040-4039(03)01263-2

M3 - Article

AN - SCOPUS:0038200793

SN - 0040-4039

VL - 44

SP - 5531

EP - 5534

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29

ER -

Reaction of benzoquinones and naphthoquinones with 1,8-diamino-3,6-dioxanonane and with 1,11-diamino-3,6,9-trioxaundecane

Abstract

Keywords

ASJC Scopus subject areas

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