A pH‐Switchable Triple Hydrogen‐Bonding Motif

Abstract

A stimuli responsive linear hydrogen bonding motif, capable of in situ protonation and deprotonation, has been investigated. The interactions of the responsive hydrogen bonding motif with complementary partners were examined through a series of 1H NMR experiments, revealing that the recognition preference of the responsive hydrogen bonding motif in a mixture can be switched between two states.

Self-sorting assembly of artificial building blocks

“…With rational design, small molecules with a relatively high density of hydrogen bonds not only showed an improved recognition ability for self-sorting but could also show switchable selectivity under stimuli. 122…”

“…With rational design, small molecules with a relatively high density of hydrogen bonds not only showed an improved recognition ability for self-sorting but could also show switchable selectivity under stimuli. 122 DNA strands have a high density of hydrogen bonds and can be easily modified onto colloidal objects. A self-sorting system based on complementary base pairing from DNA is a very special one, since not only the base units but also their sequences are critical for the recognition.…”

Photo‐Controlled Macroscopic Self‐Assembly Based on Photo‐Switchable Hetero‐Complementary Quadruple Hydrogen Bonds

“…As a fundamental class of noncovalent interactions, complementary multiple H‐bonding interactions have been extensively used as supramolecular toolkits in a wide range of application fields from molecular self‐assembly systems to dynamic polymeric materials, [33–43] by taking advantages of their high association affinity, high directionality, diverse bonding modes, as well as the reversible H‐binding behavior upon various external stimuli including temperature, [44,45] pH, [46–48] redox, [49–51] light, [52–59] and so on. Nevertheless, comparing to the various sophisticated photo‐switchable molecular scale H‐bonded self‐assembly systems, [52–59] to the best of our knowledge, the photo‐switchable H‐bonded MSA systems have not been reported so far.…”

Controlling Tautomerization in Pyridine‐Fused Phosphorus‐Nitrogen Heterocycles

“…The aromatic form of the pyridine‐PN series has an ADA hydrogen‐bonding base pair array, but this switches to DAA upon tautomerization (Figure 2b). Research into switchable hydrogen‐bonding faces has been gaining interest due to the ubiquitous nature of hydrogen‐bonding in both biological and supramolecular processes [23–25] . Access to a strongly hydrogen‐bonding heterocyclic core featuring switchable hydrogen‐bonding arrays suggests practical applications in sensors or molecular recognition.…”