Synthesis of dibenzo-16-crown-5 compounds with pendant ester and ether groups

David A. Babb; Richard A. Bartsch; James J. Collier; Dhimant H. Desai; Sadik Elshani; Mi Ja Goo; Johnny L. Hallman; Gwi Suk Heo; Xiaowu Huang; Vincent J. Huber; Hong Sik Hwang; Russell J. Johnson; Yung Liu; Michael J. Pugia; Qiang Zhao

doi:10.1002/jhet.5570410503

Synthesis of dibenzo-16-crown-5 compounds with pendant ester and ether groups

David A. Babb, Richard A. Bartsch, James J. Collier, Dhimant H. Desai, Sadik Elshani, Mi Ja Goo, Johnny L. Hallman, Gwi Suk Heo, Xiaowu Huang, Vincent J. Huber, Hong Sik Hwang, Russell J. Johnson, Yung Liu, Michael J. Pugia, Qiang Zhao

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Abstract

Structurally related dibenzo-16-crown-5 lariat ethers with pendant ester and ether groups are prepared. Structural variations within the series of alkyl lariat ether esters include changes in the O-alkyl group, attachment site and nature of the lipophilic group, and length of the spacer, which connects the ester group to the polyether framework. Also synthesized are bis(crown ether) diesters with two dibenzo-16-crown-5 or two dicyclohexano-16-crown-5 units and two ester groups connected to each other by a linker of varying length. Synthetic strategies for the preparation of these lariat ethers with pendant ester- and ether-containing side arms are described.

Original language	English (US)
Pages (from-to)	659-675
Number of pages	17
Journal	Journal of Heterocyclic Chemistry
Volume	41
Issue number	5
DOIs	https://doi.org/10.1002/jhet.5570410503
State	Published - 2004

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1002/jhet.5570410503

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Babb, D. A., Bartsch, R. A., Collier, J. J., Desai, D. H., Elshani, S., Goo, M. J., Hallman, J. L., Heo, G. S., Huang, X., Huber, V. J., Hwang, H. S., Johnson, R. J., Liu, Y., Pugia, M. J., & Zhao, Q. (2004). Synthesis of dibenzo-16-crown-5 compounds with pendant ester and ether groups. Journal of Heterocyclic Chemistry, 41(5), 659-675. https://doi.org/10.1002/jhet.5570410503

@article{c078f86806e14119b03b3254e966f197,

title = "Synthesis of dibenzo-16-crown-5 compounds with pendant ester and ether groups",

abstract = "Structurally related dibenzo-16-crown-5 lariat ethers with pendant ester and ether groups are prepared. Structural variations within the series of alkyl lariat ether esters include changes in the O-alkyl group, attachment site and nature of the lipophilic group, and length of the spacer, which connects the ester group to the polyether framework. Also synthesized are bis(crown ether) diesters with two dibenzo-16-crown-5 or two dicyclohexano-16-crown-5 units and two ester groups connected to each other by a linker of varying length. Synthetic strategies for the preparation of these lariat ethers with pendant ester- and ether-containing side arms are described.",

author = "Babb, {David A.} and Bartsch, {Richard A.} and Collier, {James J.} and Desai, {Dhimant H.} and Sadik Elshani and Goo, {Mi Ja} and Hallman, {Johnny L.} and Heo, {Gwi Suk} and Xiaowu Huang and Huber, {Vincent J.} and Hwang, {Hong Sik} and Johnson, {Russell J.} and Yung Liu and Pugia, {Michael J.} and Qiang Zhao",

year = "2004",

doi = "10.1002/jhet.5570410503",

language = "English (US)",

volume = "41",

pages = "659--675",

journal = "Journal of Heterocyclic Chemistry",

issn = "0022-152X",

publisher = "Heterocorporation",

number = "5",

}

TY - JOUR

T1 - Synthesis of dibenzo-16-crown-5 compounds with pendant ester and ether groups

AU - Babb, David A.

AU - Bartsch, Richard A.

AU - Collier, James J.

AU - Desai, Dhimant H.

AU - Elshani, Sadik

AU - Goo, Mi Ja

AU - Hallman, Johnny L.

AU - Heo, Gwi Suk

AU - Huang, Xiaowu

AU - Huber, Vincent J.

AU - Hwang, Hong Sik

AU - Johnson, Russell J.

AU - Liu, Yung

AU - Pugia, Michael J.

AU - Zhao, Qiang

PY - 2004

Y1 - 2004

N2 - Structurally related dibenzo-16-crown-5 lariat ethers with pendant ester and ether groups are prepared. Structural variations within the series of alkyl lariat ether esters include changes in the O-alkyl group, attachment site and nature of the lipophilic group, and length of the spacer, which connects the ester group to the polyether framework. Also synthesized are bis(crown ether) diesters with two dibenzo-16-crown-5 or two dicyclohexano-16-crown-5 units and two ester groups connected to each other by a linker of varying length. Synthetic strategies for the preparation of these lariat ethers with pendant ester- and ether-containing side arms are described.

AB - Structurally related dibenzo-16-crown-5 lariat ethers with pendant ester and ether groups are prepared. Structural variations within the series of alkyl lariat ether esters include changes in the O-alkyl group, attachment site and nature of the lipophilic group, and length of the spacer, which connects the ester group to the polyether framework. Also synthesized are bis(crown ether) diesters with two dibenzo-16-crown-5 or two dicyclohexano-16-crown-5 units and two ester groups connected to each other by a linker of varying length. Synthetic strategies for the preparation of these lariat ethers with pendant ester- and ether-containing side arms are described.

UR - http://www.scopus.com/inward/record.url?scp=6344269988&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=6344269988&partnerID=8YFLogxK

U2 - 10.1002/jhet.5570410503

DO - 10.1002/jhet.5570410503

M3 - Article

AN - SCOPUS:6344269988

SN - 0022-152X

VL - 41

SP - 659

EP - 675

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

IS - 5

ER -

Synthesis of dibenzo-16-crown-5 compounds with pendant ester and ether groups

Abstract

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