Synthesis of Copillar[5]arenes and Their Host‐Guest Complexation with Two Types of Guests

Abstract

A series of novel copillar [5]arenes 1a-1f containing different substituents were synthesized. And their complexation with two types of guests was investigated. For symmetrical guests, 1,4-dibromobutane (DBB) could thread in the cavity of copillar [5]arenes to form inclusion complexes. But for the unsymmetrical guests, copillar-[5]arene 1f bearing 4-(naphthalen-1-yloxy)butoxy could not complex with sec-butyl iodide (SBI) and sec-butyl bromide (SBB) at all, while 1f showed weak interaction with sec-butylamine•HCl (SBA) outside the cavity. These results indicated that the modified group of copillar [5]arene and the symmetry of guest played an important role in the complexation model and selectivity.

Monofunctionalized pillar[5]arene-based stable [1]pseudorotaxane

“…They have held the spotlight in this field owing to their unique highly rigid structure and easy functionalization with various substituents at the hydroquinone unit [3][4][5][6]. Because of the electron-rich property, their cavities can encapsulate many types of cationic guests and neutral molecules [7][8][9][10][11][12][13][14][15][16]. These features make them good candidate to construct various assemblies with intriguing properties.…”

Synthesis of a novel aminobenzene-containing hemicucurbituril and its fluorescence spectral properties with ions

“…Macrocycles with converging binding sites and functional groups hold a key position in supramolecular chemistry, which has been repeatedly confirmed by classic macrocyclic molecules, such as crown ethers, cyclodextrins, calixarenes, cucurbiturils and their homologues [1]. For the past decades, numerous intriguing macrocycles have come into our sight, cycloparaphenylenes [2][3][4][5][6][7][8], pillararenes [9][10][11][12], tiaraarenes [13,14], coronaarenes [15][16][17], heteracalixaromatics [18,19], and hemicucurbiturils [20] for instance, and these modified macrocycles have been applied into practical domains, such as chemosensors [21], drug delivery [22], and nano materials preparation [23].…”

Recognition Selectivities of Lasso-Type Pseudo[1]rotaxane Based on a Mono-Ester-Functionalized Pillar[5]arene

“…In our previous studies [30,31,32,33,34], we found that pillar[5]arene showed good binding properties to linear guests such as α,ω-dihaloalkane. Their complexation behavior with the guest (for instance, with 1,4-dibromobutane) was affected by the different substituents on the rings.…”