Recent Advances in Halogen Bonded Assemblies with Resorcin[4]arenes

Abstract

Resorcinarenes are cavity‐containing compounds when in the crown conformation, from the calixarene family of concave compounds. These easy to synthesize macrocycles can be decorated at the upper rim through the eight hydroxyl groups and/or the 2‐position of the aromatic ring. They are good synthons in supramolecular chemistry leading to appealing assemblies such as open‐inclusion complexes, capsules and tubes through multiple weak interactions with various guests. Halogen bonding (XB) is a highly directional non‐covalent interaction by an electron‐deficient halogen atom as a donor that interacts with a Lewis base, the XB acceptor. This tutorial review provides an overview of recent advances in halogen‐bonded assemblies based on resorcinarenes and their derivatives, specifically focusing on discrete and capsular assemblies.

Recent Developments in Polymeric Assemblies and Functional Materials by Halogen Bonding

“…In the recent past significant advances have been made in halogen bonding driven assemblies of resorcinarene‐based macrocycles [44] . In 2019, Kostiainen and co‐workers have reported co‐assembly of polymeric XB‐donors, PITFPMA and PEO‐ b ‐PITFPMA with a macrocyclic anionic XB‐acceptor, N ‐benzyl ammonium resorcinarene bromide ( BnResBr ) (Figure 5D) [45] .…”

Dimeric iodine(i) and silver(i) cages from tripodal N-donor ligands via the [N–Ag–N]+ to [N–I–N]+ cation exchange reaction

“…2 The possibility of encapsulating various guests in these cages has yielded a plethora of applications, 3 ranging from biomedical applications and selective encapsulation, 4,5 to stabilisation of reactive compounds using supramolecular capsular entities and catalysis in confined spaces. 6,7 To date, various host-guest capsular assemblies have been reported using molecules such as resorcin [4]arenes, [8][9][10][11] calix [4]-arenes, [12][13][14] and pyridine [4]arenes. 15,16 The selfassembled capsular assemblies comprise two or more suitable preorganised molecules spontaneously forming capsular entities with either metal coordination, [17][18][19][20][21] or hydrogen bonding.…”

Octa‐Substituted Resorcinarene Based Supramolecules and Its Liquid Crystalline and Biological Applications

“…Due to its outstanding ability to flow as a liquid and visual qualities as crystals, liquid crystalline (LC) state analysis has now become a multidisciplinary research topic [47–60] . There have been very few reports of resorcin[4]arene‐based mesogens in the literature to date [61–63] .…”

“…[37][38][39][40][41][42][43][44][45][46] Due to its outstanding ability to flow as a liquid and visual qualities as crystals, liquid crystalline (LC) state analysis has now become a multidisciplinary research topic. [47][48][49][50][51][52][53][54][55][56][57][58][59][60] There have been very few reports of resorcin [4]arene-based mesogens in the literature to date. [61][62][63] Resorcin [4]arene has also been utilized to develop and produce biological active compounds, [64,65] as well as uncommon host molecules for chemical and biological research.…”