Preparation of ethynylpyridine macrocycles by oxidative coupling of an ethynylpyridine trimer with terminal acetylenes

Hajime Abe; Hiroyuki Kurokawa; Yusuke Chida; Masahiko Inouye

doi:10.1021/jo101921e

Preparation of ethynylpyridine macrocycles by oxidative coupling of an ethynylpyridine trimer with terminal acetylenes

Hajime Abe^*, Hiroyuki Kurokawa, Yusuke Chida, Masahiko Inouye

^*Corresponding author for this work

Member of the Board

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Abstract

Macrocycles consisted of pyridine rings and acetylene bonds were prepared by Eglinton coupling from a tandem precursor bearing two terminal alkynyl groups. The composition of molecular size in the cyclized products changed by the reaction solvent. In pyridine, 9-meric and bigger macrocycles were obtained, while that of 6-mer was not. On the other hand, in pyridine/THF mixed solvent, the 6-mer was obtained as a major product.

Original language	English
Pages (from-to)	309-311
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	76
Issue number	1
DOIs	https://doi.org/10.1021/jo101921e
State	Published - 2011/01/07

ASJC Scopus subject areas

Organic Chemistry

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title = "Preparation of ethynylpyridine macrocycles by oxidative coupling of an ethynylpyridine trimer with terminal acetylenes",

abstract = "Macrocycles consisted of pyridine rings and acetylene bonds were prepared by Eglinton coupling from a tandem precursor bearing two terminal alkynyl groups. The composition of molecular size in the cyclized products changed by the reaction solvent. In pyridine, 9-meric and bigger macrocycles were obtained, while that of 6-mer was not. On the other hand, in pyridine/THF mixed solvent, the 6-mer was obtained as a major product.",

author = "Hajime Abe and Hiroyuki Kurokawa and Yusuke Chida and Masahiko Inouye",

year = "2011",

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T1 - Preparation of ethynylpyridine macrocycles by oxidative coupling of an ethynylpyridine trimer with terminal acetylenes

AU - Abe, Hajime

AU - Kurokawa, Hiroyuki

AU - Chida, Yusuke

AU - Inouye, Masahiko

PY - 2011/1/7

Y1 - 2011/1/7

N2 - Macrocycles consisted of pyridine rings and acetylene bonds were prepared by Eglinton coupling from a tandem precursor bearing two terminal alkynyl groups. The composition of molecular size in the cyclized products changed by the reaction solvent. In pyridine, 9-meric and bigger macrocycles were obtained, while that of 6-mer was not. On the other hand, in pyridine/THF mixed solvent, the 6-mer was obtained as a major product.

AB - Macrocycles consisted of pyridine rings and acetylene bonds were prepared by Eglinton coupling from a tandem precursor bearing two terminal alkynyl groups. The composition of molecular size in the cyclized products changed by the reaction solvent. In pyridine, 9-meric and bigger macrocycles were obtained, while that of 6-mer was not. On the other hand, in pyridine/THF mixed solvent, the 6-mer was obtained as a major product.

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U2 - 10.1021/jo101921e

DO - 10.1021/jo101921e

M3 - 学術論文

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AN - SCOPUS:78650918279

SN - 0022-3263

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 1

ER -

Preparation of ethynylpyridine macrocycles by oxidative coupling of an ethynylpyridine trimer with terminal acetylenes

Abstract

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