Multi-dimensional charge transport in supramolecular helical foldamer assemblies

Abstract

Helical aromatic foldamers are bioinspired architectures that combine through-bond and through-space charge transport in a single molecule.

Achieving Efficient Multichannel Conductance in Through‐Space Conjugated Single‐Molecule Parallel Circuits

“…Therefore, increasing the number of conduction channels in singlemolecule wires should be an effective and feasible strategy to improve the conductance. In the past two decades, some unique single-molecule wires with p-stacked molecular frameworks have been proposed, including [2.2]-paracyclophane, [8] p-stacked self-assembled cages, [9] p-stacked dimers, [10] and others, [11] disclosing that through-space conjugation can function as an efficient conduction channel for electron transport in addition to conventional through-bond conjugation. [12] Therefore, integrating though-bond and though-space conjugation in the design of single-molecule wires is a highly prospective endeavor to realize high multichannel conductance.…”

Hyper-Rayleigh Scattering as a New Chiroptical Method: Uncovering the Nonlinear Optical Activity of Aromatic Oligoamide Foldamers

“…39 The synthetic flexibility of quinoline oligoamides is fostered by their sequential nature, providing highly modular structures that can be readily decorated by peripheral substituents with atomic precision. Moreover, aromatic oligoamides allow photoinduced charge transfer processes over long distances via multidimensional charge transport mechanisms [40][41][42] and can also behave as strong CPL emitters. 43,44 Here, we report the rational design and preparation of molecular helices based on a quinoline oligoamide backbone functionalized by electronically active substituents, along with the assessment of their NLO properties in solution.…”

Sensing a binding event through charge transport variations using an aromatic oligoamide capsule

“…The benzylic amine of m Q brings advantages over the aromatic amine of Q. It is easily functionalized, being more reactive than its aromatic counterpart, and it induces a 90 kink of the appended thiol with respect to the last aryl ring, 21,29 favoring an upright orientation of the helices once bound to a Au surface.…”

“…These observations are in full agreement with what was previously observed for the graing of helical foldamers possessing more than eight monomers. 21 Binding studies were initially performed by incubating gold substrates graed with 2 in a solution of 4 (1 mM in CHCl 3 / MeCN 9 : 1, 1 h) at 298 K. Unfortunately, monitoring the process using PM-IRRAS revealed a gradual accumulation of 4 onto the gold surface along with concomitant loss of the foldamer monolayer (Fig. S14 †).…”