Lithium ion-selective binding properties of a conformationally constrained tris(spirotetrahydrofuran) secured to an inositol orthoformate platform

Jinsung Tae, Robin D. Rogers, Leo A. Paquette

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

(equation presented) The C3v-symmetric triaxially locked trispirotetrahydrofuran 2 binds Li+ ions strongly and Na+ ions much less effectively. The observed discrimination factor is attributed to greater structural preorganiztion and lower solvation prior to selective complexation, and particularly to the formation of a 2:1 sandwich complex involving lithium. 13C NMR studies have defined a reluctance to form a 1:1 species when excess Li+ is present.

Original languageEnglish
Pages (from-to)139-142
Number of pages4
JournalOrganic Letters
Volume2
Issue number2
DOIs
Publication statusPublished - 2000 Jan 27

Fingerprint

inositols
Inositol
Lithium
platforms
lithium
Ions
reluctance
Solvation
Complexation
solvation
discrimination
ions
Nuclear magnetic resonance
nuclear magnetic resonance
Carbon-13 Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

@article{2de243724a0748849636b93779905fc9,
title = "Lithium ion-selective binding properties of a conformationally constrained tris(spirotetrahydrofuran) secured to an inositol orthoformate platform",
abstract = "(equation presented) The C3v-symmetric triaxially locked trispirotetrahydrofuran 2 binds Li+ ions strongly and Na+ ions much less effectively. The observed discrimination factor is attributed to greater structural preorganiztion and lower solvation prior to selective complexation, and particularly to the formation of a 2:1 sandwich complex involving lithium. 13C NMR studies have defined a reluctance to form a 1:1 species when excess Li+ is present.",
author = "Jinsung Tae and Rogers, {Robin D.} and Paquette, {Leo A.}",
year = "2000",
month = "1",
day = "27",
doi = "10.1021/ol990342d",
language = "English",
volume = "2",
pages = "139--142",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "2",

}

Lithium ion-selective binding properties of a conformationally constrained tris(spirotetrahydrofuran) secured to an inositol orthoformate platform. / Tae, Jinsung; Rogers, Robin D.; Paquette, Leo A.

In: Organic Letters, Vol. 2, No. 2, 27.01.2000, p. 139-142.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Lithium ion-selective binding properties of a conformationally constrained tris(spirotetrahydrofuran) secured to an inositol orthoformate platform

AU - Tae, Jinsung

AU - Rogers, Robin D.

AU - Paquette, Leo A.

PY - 2000/1/27

Y1 - 2000/1/27

N2 - (equation presented) The C3v-symmetric triaxially locked trispirotetrahydrofuran 2 binds Li+ ions strongly and Na+ ions much less effectively. The observed discrimination factor is attributed to greater structural preorganiztion and lower solvation prior to selective complexation, and particularly to the formation of a 2:1 sandwich complex involving lithium. 13C NMR studies have defined a reluctance to form a 1:1 species when excess Li+ is present.

AB - (equation presented) The C3v-symmetric triaxially locked trispirotetrahydrofuran 2 binds Li+ ions strongly and Na+ ions much less effectively. The observed discrimination factor is attributed to greater structural preorganiztion and lower solvation prior to selective complexation, and particularly to the formation of a 2:1 sandwich complex involving lithium. 13C NMR studies have defined a reluctance to form a 1:1 species when excess Li+ is present.

UR - http://www.scopus.com/inward/record.url?scp=0000298175&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0000298175&partnerID=8YFLogxK

U2 - 10.1021/ol990342d

DO - 10.1021/ol990342d

M3 - Article

VL - 2

SP - 139

EP - 142

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 2

ER -