A clicked bistable [2]rotaxane

Ivan Aprahamian; William R. Dichtel; Taichi Ikeda; James R. Heath; J. Fraser Stoddart

doi:10.1021/ol070052u

A clicked bistable [2]rotaxane

Ivan Aprahamian, William R. Dichtel, Taichi Ikeda, James R. Heath^*, J. Fraser Stoddart

^*Corresponding author for this work

Chemistry

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

89 Scopus citations

Abstract

A universal diazide-terminated polyether, incorporating tetrathiafulvalene (TTF, green) and 1,5-dioxynaphthalene (DNP, red) units, was prepared and subsequently employed in the template-directed synthesis of a switchable donor/acceptor [2]rotaxane. The triazole rings (magenta), which are introduced into the rotaxane during requisite click reactions, do not present themselves as competing recognition sites for the tetracationic cyclophane (blue) as it is induced to switch between the TTF unit, when it becomes dicationic (green adorned with yellow extremities), and the DNP unit.

Original language	English (US)
Pages (from-to)	1287-1290
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	7
DOIs	https://doi.org/10.1021/ol070052u
State	Published - Mar 29 2007

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol070052u

Cite this

@article{945ac866ae9e4332b2b5a82d2dd891cb,

title = "A clicked bistable [2]rotaxane",

abstract = "A universal diazide-terminated polyether, incorporating tetrathiafulvalene (TTF, green) and 1,5-dioxynaphthalene (DNP, red) units, was prepared and subsequently employed in the template-directed synthesis of a switchable donor/acceptor [2]rotaxane. The triazole rings (magenta), which are introduced into the rotaxane during requisite click reactions, do not present themselves as competing recognition sites for the tetracationic cyclophane (blue) as it is induced to switch between the TTF unit, when it becomes dicationic (green adorned with yellow extremities), and the DNP unit.",

author = "Ivan Aprahamian and Dichtel, {William R.} and Taichi Ikeda and Heath, {James R.} and Stoddart, {J. Fraser}",

year = "2007",

month = mar,

day = "29",

doi = "10.1021/ol070052u",

language = "English (US)",

volume = "9",

pages = "1287--1290",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - A clicked bistable [2]rotaxane

AU - Aprahamian, Ivan

AU - Dichtel, William R.

AU - Ikeda, Taichi

AU - Heath, James R.

AU - Stoddart, J. Fraser

PY - 2007/3/29

Y1 - 2007/3/29

N2 - A universal diazide-terminated polyether, incorporating tetrathiafulvalene (TTF, green) and 1,5-dioxynaphthalene (DNP, red) units, was prepared and subsequently employed in the template-directed synthesis of a switchable donor/acceptor [2]rotaxane. The triazole rings (magenta), which are introduced into the rotaxane during requisite click reactions, do not present themselves as competing recognition sites for the tetracationic cyclophane (blue) as it is induced to switch between the TTF unit, when it becomes dicationic (green adorned with yellow extremities), and the DNP unit.

AB - A universal diazide-terminated polyether, incorporating tetrathiafulvalene (TTF, green) and 1,5-dioxynaphthalene (DNP, red) units, was prepared and subsequently employed in the template-directed synthesis of a switchable donor/acceptor [2]rotaxane. The triazole rings (magenta), which are introduced into the rotaxane during requisite click reactions, do not present themselves as competing recognition sites for the tetracationic cyclophane (blue) as it is induced to switch between the TTF unit, when it becomes dicationic (green adorned with yellow extremities), and the DNP unit.

UR - http://www.scopus.com/inward/record.url?scp=34147151108&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34147151108&partnerID=8YFLogxK

U2 - 10.1021/ol070052u

DO - 10.1021/ol070052u

M3 - Article

C2 - 17326646

AN - SCOPUS:34147151108

SN - 1523-7060

VL - 9

SP - 1287

EP - 1290

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

A clicked bistable [2]rotaxane

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this