Conjugated Nanohoops with Dibenzo[a,e]pentalenes as Non-alternant and Antiaromatic π-Systems

Conjugated nanohoops are excellent candidates to study structure-property relationships, as optoelectronic materials and as hosts for supramolecular chemistry. While carbon nanohoops containing aromatics are well studied, antiaromatic units had not been incorporated until recently by our group using dibenzo[a,e]pentalene (DBP). The non-alternant electronic character of the DBP units significantly influences the optoelectronic properties of such nanohoops. We herein summarize our synthetic strategies to DBP-containing nanohoops, their structural and electronic properties, chirality and host-guest chemistry. We demonstrate how incorporating antiaromatic units leads to unique properties and opens new synthetic avenues, making such nanohoops attractive as potential electronic materials.

Aluminum Molecular Rings bearing Amino-polyalcohol for Iodine Capture

The advantage of macrocyclic entities lies in their vital implications for host−guest chemistry. In this study, we demonstrated a noteworthy assembly of aluminum molecular rings for iodine capture. The one-pot...

Synthesis of a bifunctional boron-Lewis acid and studies on host-guest chemistry using pyridine and TMPD

Based on the previously described bifunctional Lewis acid with a functional distance of the boron functions of 4.918(2) Å, the development of a further bifunctional, boron-containing Lewis acid with a wider functional distance is demonstrated. Again, a stannylated precursor was used and the Lewis-acidic boron functions were introduced by means of tin-boron exchange. The general suitability of this class of compounds for the formation of host-guest-complexes is demonstrated by NMR experiments and by solid-state structures using pyridine and TMPD (N 1,N 1,N 4,N 4-tetramethylbenzene-1,4-diamine) as Lewis basic guests. The influence of traces of moisture on the boron-containing, bifunctional Lewis acids was investigated by the structure elucidation of a decomposition product.