Bispyrrolotetrathiafulvalene-containing [2]catenanes

Michael R. Tomcsi; J. Fraser Stoddart

doi:10.1021/jo701374b

Bispyrrolotetrathiafulvalene-containing [2]catenanes

Michael R. Tomcsi, J. Fraser Stoddart^*

^*Corresponding author for this work

Chemistry

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

13 Scopus citations

Abstract

(Figure Presented) Two [2]catenanes incorporating bispyrrolotetrathiafulvalene (BPTTF) and weaker aryl donors, hydroquinone (HQ) and 1,5-dioxynaphthalene (DNP), respectively, have been prepared and characterized. These [2]catenanes show a predominant amount (>95:5) of the co-conformation in which either the HQ or the DNP unit is encircled by a tetracationic cyclophane, cyclobis(paraquat-p-phenylene) (CBPQT⁴⁺), contrary to what is observed in systems based on the parent tetrathiafulvalene (TTF). These new [2]catenanes act effectively as molecular switches which are always configured in the "on" state.

Original language	English (US)
Pages (from-to)	9335-9338
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	72
Issue number	24
DOIs	https://doi.org/10.1021/jo701374b
State	Published - Nov 23 2007

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1021/jo701374b

Cite this

@article{259e12cf4b064ab5baaac00d10ba23a3,

title = "Bispyrrolotetrathiafulvalene-containing [2]catenanes",

abstract = "(Figure Presented) Two [2]catenanes incorporating bispyrrolotetrathiafulvalene (BPTTF) and weaker aryl donors, hydroquinone (HQ) and 1,5-dioxynaphthalene (DNP), respectively, have been prepared and characterized. These [2]catenanes show a predominant amount (>95:5) of the co-conformation in which either the HQ or the DNP unit is encircled by a tetracationic cyclophane, cyclobis(paraquat-p-phenylene) (CBPQT4+), contrary to what is observed in systems based on the parent tetrathiafulvalene (TTF). These new [2]catenanes act effectively as molecular switches which are always configured in the {"}on{"} state.",

author = "Tomcsi, {Michael R.} and Stoddart, {J. Fraser}",

year = "2007",

month = nov,

day = "23",

doi = "10.1021/jo701374b",

language = "English (US)",

volume = "72",

pages = "9335--9338",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Bispyrrolotetrathiafulvalene-containing [2]catenanes

AU - Tomcsi, Michael R.

AU - Stoddart, J. Fraser

PY - 2007/11/23

Y1 - 2007/11/23

N2 - (Figure Presented) Two [2]catenanes incorporating bispyrrolotetrathiafulvalene (BPTTF) and weaker aryl donors, hydroquinone (HQ) and 1,5-dioxynaphthalene (DNP), respectively, have been prepared and characterized. These [2]catenanes show a predominant amount (>95:5) of the co-conformation in which either the HQ or the DNP unit is encircled by a tetracationic cyclophane, cyclobis(paraquat-p-phenylene) (CBPQT4+), contrary to what is observed in systems based on the parent tetrathiafulvalene (TTF). These new [2]catenanes act effectively as molecular switches which are always configured in the "on" state.

AB - (Figure Presented) Two [2]catenanes incorporating bispyrrolotetrathiafulvalene (BPTTF) and weaker aryl donors, hydroquinone (HQ) and 1,5-dioxynaphthalene (DNP), respectively, have been prepared and characterized. These [2]catenanes show a predominant amount (>95:5) of the co-conformation in which either the HQ or the DNP unit is encircled by a tetracationic cyclophane, cyclobis(paraquat-p-phenylene) (CBPQT4+), contrary to what is observed in systems based on the parent tetrathiafulvalene (TTF). These new [2]catenanes act effectively as molecular switches which are always configured in the "on" state.

UR - http://www.scopus.com/inward/record.url?scp=36649006422&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=36649006422&partnerID=8YFLogxK

U2 - 10.1021/jo701374b

DO - 10.1021/jo701374b

M3 - Article

C2 - 17967033

AN - SCOPUS:36649006422

VL - 72

SP - 9335

EP - 9338

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 24

ER -

Bispyrrolotetrathiafulvalene-containing [2]catenanes

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this