[HTML][HTML] Artificial molecular machines

S Erbas-Cakmak, DA Leigh, CT McTernan… - Chemical …, 2015 - ACS Publications
The widespread use of molecular machines in biology has long suggested that great
rewards could come from bridging the gap between synthetic molecular systems and the …

A doubly kinetically-gated information ratchet autonomously driven by carbodiimide hydration

S Borsley, DA Leigh, BMW Roberts - Journal of the American …, 2021 - ACS Publications
We report a rotaxane-based information ratchet in which the macrocycle distribution is
pumped away from equilibrium using a carbodiimide fuel. A carboxylate group on the axle …

Recent advances in the synthesis and application of hydrogen bond templated rotaxanes and catenanes

NH Evans - European Journal of Organic Chemistry, 2019 - Wiley Online Library
Alongside the use of metal cations and π–π stacking, hydrogen bonding is one of the major
templating interactions used to prepare rotaxanes and catenanes. In this review, a brief …

Mechanically interlocked catalysts for asymmetric synthesis

A Martinez-Cuezva, A Saura-Sanmartin, M Alajarin… - ACS …, 2020 - ACS Publications
Strategic global industries, such as pharmaceutics, cosmetics, or crop production, are
increasingly demanding high-value enantioenriched compounds. Thus, the design and …

Self-sorting as a versatile strategy in the synthesis of rotaxanes and catenanes

A Saura-Sanmartin, CA Schalley - Chem, 2023 - cell.com
Rotaxanes, pseudorotaxanes, and catenanes have attracted the interest of many
researchers because of the special features provided by the mechanical bond. The selective …

Pyridyl-acyl hydrazone rotaxanes and molecular shuttles

DA Leigh, V Marcos, T Nalbantoglu… - Journal of the …, 2017 - ACS Publications
We report on rotaxanes featuring a pyridyl-acyl hydrazone moiety on the axle as a
photo/thermal-switchable macrocycle binding site. The pyridyl-acyl E-hydrazone acts as a …

Photoswitchable interlocked thiodiglycolamide as a cocatalyst of a chalcogeno-Baylis–Hillman reaction

A Martinez-Cuezva, A Saura-Sanmartin… - Chemical …, 2017 - pubs.rsc.org
En route to a photoswitchable interlocked catalyst we have proved the ability of
thiodiglycolamide to act as a template in the formation of hydrogen-bonded [2] rotaxanes. X …

Stereocontrolled synthesis of β-lactams within [2] rotaxanes: showcasing the chemical consequences of the mechanical bond

A Martinez-Cuezva, C Lopez-Leonardo… - Journal of the …, 2016 - ACS Publications
The intramolecular cyclization of N-benzylfumaramide [2] rotaxanes is described. The
mechanical bond of these substrates activates this transformation to proceed in high yields …

Real-time fluctuations in single-molecule rotaxane experiments reveal an intermediate weak binding state during shuttling

D Sluysmans, P Lussis, CA Fustin… - Journal of the …, 2021 - ACS Publications
We report on the use of atomic force microscopy (AFM) to identify and characterize an
intermediate state in macrocycle shuttling in a hydrogen bonded amide-based molecular …

Enhancing the selectivity of prolinamide organocatalysts using the mechanical bond in [2] rotaxanes

M Calles, J Puigcerver, DA Alonso, M Alajarin… - Chemical …, 2020 - pubs.rsc.org
The synthesis of a pair of switchable interlocked prolinamides and their use as
organocatalysts in three different enamine-activated processes are reported. A …