Literature DB >> 25474221

Waste management of chemically activated switches: using a photoacid to eliminate accumulation of side products.

Luke A Tatum1, Justin T Foy, Ivan Aprahamian.   

Abstract

Molecular switches and machines that are powered by acid-base reactions are susceptible to low switching cycles because of the concomitant formation of waste products during their operation. Here, we demonstrate the fast, efficient, and reversible modulation of a hydrazone switch in methanol using a visible-light activated photoacid, with no generation of side products, high conversion rates (>95%), and no loss of activity over 100 cycles. TEG functionalization of the hydrazone switch allows for the process to be carried with high conversion (>90%) in water as well.

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Year:  2014        PMID： 25474221     DOI： 10.1021/ja511135k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  12 in total

Review 1.  Artificial Molecular Machines.

Authors:  Sundus Erbas-Cakmak; David A Leigh; Charlie T McTernan; Alina L Nussbaumer
Journal:  Chem Rev       Date:  2015-09-08       Impact factor: 60.622

2.  New molecular switch architectures.

Authors:  Jared D Harris; Mark J Moran; Ivan Aprahamian
Journal:  Proc Natl Acad Sci U S A       Date:  2018-07-16       Impact factor: 11.205

Review 3.  Molecular photoswitches in aqueous environments.

Authors:  Jana Volarić; Wiktor Szymanski; Nadja A Simeth; Ben L Feringa
Journal:  Chem Soc Rev       Date:  2021-11-15       Impact factor: 54.564

4.  Photoinduced Autonomous Nonequilibrium Operation of a Molecular Shuttle by Combined Isomerization and Proton Transfer Through a Catalytic Pathway.

Authors:  Federico Nicoli; Massimiliano Curcio; Marina Tranfić Bakić; Erica Paltrinieri; Serena Silvi; Massimo Baroncini; Alberto Credi
Journal:  J Am Chem Soc       Date:  2022-05-16       Impact factor: 16.383

5.  A volumetric three-dimensional digital light photoactivatable dye display.

Authors:  Shreya K Patel; Jian Cao; Alexander R Lippert
Journal:  Nat Commun       Date:  2017-07-11       Impact factor: 14.919

6.  Redox Control over Acyl Hydrazone Photoswitches.

Authors:  Ivica Cvrtila; Hugo Fanlo-Virgós; Gaël Schaeffer; Guillermo Monreal Santiago; Sijbren Otto
Journal:  J Am Chem Soc       Date:  2017-08-30       Impact factor: 15.419

7.  Reversible disassembly of metallasupramolecular structures mediated by a metastable-state photoacid.

Authors:  Suzanne M Jansze; Giacomo Cecot; Kay Severin
Journal:  Chem Sci       Date:  2018-04-20       Impact factor: 9.825

8.  New Donor-Acceptor Stenhouse Adducts as Visible and Near Infrared Light Polymerization Photoinitiators.

Authors:  Guillaume Noirbent; Yangyang Xu; Aude-Héloise Bonardi; Sylvain Duval; Didier Gigmes; Jacques Lalevée; Frédéric Dumur
Journal:  Molecules       Date:  2020-05-15       Impact factor: 4.411

9.  Trace mild acid-catalysed Z → E isomerization of norbornene-fused stilbene derivatives: intelligent chiral molecular photoswitches with controllable self-recovery.

Authors:  Taotao Hao; Yongsheng Yang; Wenting Liang; Chunying Fan; Xin Wang; Wanhua Wu; Xiaochuan Chen; Haiyan Fu; Hua Chen; Cheng Yang
Journal:  Chem Sci       Date:  2020-12-28       Impact factor: 9.825

10.  Conformational equilibrium in supramolecular chemistry: Dibutyltriuret case.

Authors:  Karina Mroczyńska; Małgorzata Kaczorowska; Erkki Kolehmainen; Ireneusz Grubecki; Marek Pietrzak; Borys Ośmiałowski
Journal:  Beilstein J Org Chem       Date:  2015-11-05       Impact factor: 2.883
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