Alkali-Metal Cation Recognition Induced Isomerization of Spirobenzopyrans and Spironaphthoxazins Possessing a Crown Ring as a Recognition Site: Multifunctional Artificial Receptors

Masahiko Inouye; Masaru Ueno; Naomi Nakayama; Takashi Konishi; Teijiro Kitao; Kikuo Tsuchiya

doi:10.1021/jo00046a019

Alkali-Metal Cation Recognition Induced Isomerization of Spirobenzopyrans and Spironaphthoxazins Possessing a Crown Ring as a Recognition Site: Multifunctional Artificial Receptors

Masahiko Inouye^*, Masaru Ueno, Naomi Nakayama, Takashi Konishi, Teijiro Kitao, Kikuo Tsuchiya

^*Corresponding author for this work

Member of the Board

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Abstract

Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-meted cations and the selectivity of the coloration was found to be governed by severed factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyemine dipoles, emd (4) the length of the alkyl chains connecting the spirobenzopyran units emd the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.

Original language	English
Pages (from-to)	5377-5383
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	57
Issue number	20
DOIs	https://doi.org/10.1021/jo00046a019
State	Published - 1992/09/01

ASJC Scopus subject areas

Organic Chemistry

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title = "Alkali-Metal Cation Recognition Induced Isomerization of Spirobenzopyrans and Spironaphthoxazins Possessing a Crown Ring as a Recognition Site: Multifunctional Artificial Receptors",

abstract = "Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-meted cations and the selectivity of the coloration was found to be governed by severed factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyemine dipoles, emd (4) the length of the alkyl chains connecting the spirobenzopyran units emd the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.",

author = "Masahiko Inouye and Masaru Ueno and Naomi Nakayama and Takashi Konishi and Teijiro Kitao and Kikuo Tsuchiya",

year = "1992",

month = sep,

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doi = "10.1021/jo00046a019",

language = "英語",

volume = "57",

pages = "5377--5383",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "20",

}

Alkali-Metal Cation Recognition Induced Isomerization of Spirobenzopyrans and Spironaphthoxazins Possessing a Crown Ring as a Recognition Site: Multifunctional Artificial Receptors. / Inouye, Masahiko; Ueno, Masaru; Nakayama, Naomi et al.
In: Journal of Organic Chemistry, Vol. 57, No. 20, 01.09.1992, p. 5377-5383.

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

TY - JOUR

T1 - Alkali-Metal Cation Recognition Induced Isomerization of Spirobenzopyrans and Spironaphthoxazins Possessing a Crown Ring as a Recognition Site

T2 - Multifunctional Artificial Receptors

AU - Inouye, Masahiko

AU - Ueno, Masaru

AU - Nakayama, Naomi

AU - Konishi, Takashi

AU - Kitao, Teijiro

AU - Tsuchiya, Kikuo

PY - 1992/9/1

Y1 - 1992/9/1

N2 - Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-meted cations and the selectivity of the coloration was found to be governed by severed factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyemine dipoles, emd (4) the length of the alkyl chains connecting the spirobenzopyran units emd the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.

AB - Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-meted cations and the selectivity of the coloration was found to be governed by severed factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyemine dipoles, emd (4) the length of the alkyl chains connecting the spirobenzopyran units emd the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.

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U2 - 10.1021/jo00046a019

DO - 10.1021/jo00046a019

M3 - 学術論文

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SN - 0022-3263

VL - 57

SP - 5377

EP - 5383

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 20

ER -

Alkali-Metal Cation Recognition Induced Isomerization of Spirobenzopyrans and Spironaphthoxazins Possessing a Crown Ring as a Recognition Site: Multifunctional Artificial Receptors

Abstract

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