Cadiot-Chodkiewicz active template synthesis of rotaxanes and switchable molecular shuttles with weak intercomponent interactions

被引：92

作者：

Berna, Jose ^{[1
]}

Goldup, Stephen M. ^{[1
]}

Lee, Ai-Lan ^{[1
]}

Leigh, David A. ^{[1
]}

Symes, Mark D. ^{[1
]}

Teobaldi, Gilberto ^{[2
]}

Zerbetto, Francesco ^{[2
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

[2] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 23期

关键词：

Cadiot-Chodkiewicz reaction; heterocoupling; molecular shuttles; rotaxanes; template synthesis;

D O I：

10.1002/anie.200800891

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Shuttling fast and loose: Weak interaction, switchable, rotaxane-based molecular shuttles, in which the positional fidelity of the macrocycle is conferred by a single hydrogen bond in each state, are constructed through the high-yielding and selective active template heterocoupling of different functionalized alkynes using the Cadiot-Chodkiewicz reaction. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4392 / 4396

页数：5

共 6 条

[1] Active metal template synthesis of rotaxanes, catenanes and molecular shuttles
Crowley, James D.
Goldup, Stephen M.
Lee, Ai-Lan
Leigh, David A.
McBurney, Roy T.
CHEMICAL SOCIETY REVIEWS, 2009, 38 (06) : 1530 - 1541
[2] Diels-Alder Active-Template Synthesis of Rotaxanes and Metal-Ion-Switchable Molecular Shuttles
Crowley, James D.
Haenni, Kevin D.
Leigh, David A.
Slawin, Alexandra M. Z.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (14) : 5309 - 5314
[3] Active template synthesis of rotaxanes and molecular shuttles with switchable dynamics by four-component PdII-promoted Michael additions
Goldup, Stephen M.
Leigh, David A.
Lusby, Paul J.
McBurney, Roy T.
Slawin, Alexandra M. Z.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (18) : 3381 - 3384
[4] Catalytic "Active-Metal" template synthesis of [2]rotaxanes, [3]rotaxanes, and molecular shuttles, and some observations on the mechanism of the Cu(I)-catalyzed azide-alkyne 1,3-cycloaddition
Aucagne, Vincent
Berna, Jose
Crowley, James D.
Goldup, Stephen M.
Haenni, Kevin D.
Leigh, David A.
Lusby, Paul J.
Ronaldson, Vicki E.
Slawin, Alexandra M. Z.
Viterisi, Aurlien
Walker, D. Barney
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) : 11950 - 11963
[5] Weak functional group interactions revealed through metal-free active template rotaxane synthesis
Tian, Chong
Fielden, Stephen D. P.
Whitehead, George F. S.
Vitorica-Yrezabal, Inigo J.
Leigh, David A.
NATURE COMMUNICATIONS, 2020, 11 (01)
[6] Weak functional group interactions revealed through metal-free active template rotaxane synthesis
Chong Tian
Stephen D. P. Fielden
George F. S. Whitehead
Iñigo J. Vitorica-Yrezabal
David A. Leigh
Nature Communications, 11

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