117271-77-9

Usage

Uses

Used in Chemical Synthesis:
CYCLOBIS(PARAQUAT-1,4-PHENYLENE) TETRAKIS(HEXAFLUOROPHOSPHATE) is used as a building block for the formation of oligorotaxanes, which are molecular structures with potential applications in nanotechnology and molecular machinery. These oligorotaxanes are capable of exerting high forces when folding under mechanical load, making them promising candidates for the development of molecular machines.
Used in Molecular Pumps:
CYCLOBIS(PARAQUAT-1,4-PHENYLENE) TETRAKIS(HEXAFLUOROPHOSPHATE) is also used as a component in the design and development of molecular pumps. These molecular pumps have potential applications in various fields, including drug delivery, chemical sensing, and energy conversion, due to their ability to transport molecules or ions across a barrier in response to an external stimulus.

InChI:InChI=1/C36H32N4.4F6P/c1-2-30-4-3-29(1)25-37-17-9-33(10-18-37)35-13-21-39(22-14-35)27-31-5-7-32(8-6-31)28-40-23-15-36(16-24-40)34-11-19-38(26-30)20-12-34;4*1-7(2,3,4,5)6/h1-24H,25-28H2;;;;/q+4;4*-1

Upstream product

• 623-24-5 1,4-bis(bromomethyl)benzene 
• 108861-20-7 1,1-[1,4-phenylenebis(methylene)]bis-4,4'-pyridylpiridinium bis(hexafluorophosphate) 
• 138647-60-6 C₃₆H₃₂N₄⁽⁴⁺⁾*C₆H₄S₄*4F₆P^(1-) 
• 118356-88-0 2,2'-dihydroxy-bis(m-phenylene)-32-crown-10 
• 117271-78-0 tetracationic cyclobis(paraquat-p-phenylene) tetrachloride 
• 553-26-4 4,4'-bipyridine 
• 623-25-6 p-Xylylene dichloride 

Downstream Products

• 135974-69-5 C₃₆H₇₀O₈Si₂*C₃₆H₃₂N₄⁽⁴⁺⁾*4F₆P^(1-) 
• 135974-68-4 C₃₆H₃₂N₄⁽⁴⁺⁾*C₃₂H₆₂O₆Si₂*4F₆P^(1-) 

Relevant academic research and scientific papers

Enantioselective Limiting Transport into a Fixed Cavity via Supramolecular Interaction for the Chiral Electroanalysis of Amino Acids Regardless of Electroactive Units

Although an increasing number of researchers are developing electroanalytical protocols for the chiral recognition of amino acids, the electroactive units of the tested isomers still need to provide corresponding electrical signals. In this study, a supramolecular system was developed for the chiral electroanalysis of amino acids regardless of electroactive units. As a model system, an enantiopure electroactive molecule Fc-(S,S)-1 that includes a ferrocenyl group was synthesized and acted as a guest. Moreover, hydrophobic cyclobis-(paraquat-p-phenylene) (CBPQT4+-2) was used as the host. In the presence of π-πstacking and the attraction of π-electrons, CBPQT4+-2 can encapsulate Fc-(S,S)-1 into its cavity. Next, a screen-printed electrode was utilized for electrochemical chiral recognition. The host was fixed on the surface of the working electrode, and the guest was used as the electroactive chiral selector to support electron transfer. Once different configurations of amino acids (threonine, histidine, glutamine, and leucine) were mixed with the guest, regardless of whether they contained electroactive units, differences in the cyclic voltammetry results of the probe enantiomers could be observed, namely, in the peak currents or peak potentials. However, glutamine was an exception because the L-isomer had a stronger binding affinity with Fc-(S,S)-1 + Cu(II), which would limit the transport of the complex into the cavity of CBPQT4+-2, thereby resulting in a low peak current. Thus, an inverse phenomenon was observed with glutamine. In summary, we believe that this work can increase the testing scope for the chiral recognition of different kinds of isomers using electrochemical tools.

Energetically demanding transport in a supramolecular assembly

A challenge in contemporary chemistry is the realization of artificial molecular machines that can perform work in solution on their environments. Here, we report on the design and production of a supramolecular flashing energy ratchet capable of processing chemical fuel generated by redox changes to drive a ring in one direction relative to a dumbbell toward an energetically uphill state. The kinetics of the reaction pathway juxtapose a low energy [2]pseudorotaxane that forms under equilibrium conditions with a high energy, metastable [2]pseudorotaxane which resides away from equilibrium.

Synthesis of ExnBox cyclophanes

A rapid and efficient synthesis of the extended bipyridinium-based class of cyclophanes - that is, ExnBox4+ (n = 0-3), where n is the number of p-phenylene rings inserted between the pyridinium rings - is demonstrated, resulting in much higher yields of products along with a reduced output of oligomeric byproducts. Although each cyclophane can be synthesized readily without the use of a precise stoichiometric amount of template, ExBox4+ can be prepared in 66% yield (following crystallization) using six equivalents of pyrene in a template-directed protocol. This new methodology has been employed to synthesize, in modest yield, a nearly 2.5 nm long cyclophane consisting of 12 aromatic rings.

Rapid and efficient solvent-free synthesis of cyclophanes based on bipyridinium under mechanical ball milling

We reported here the first rapid and solvent-free template-directed preparation of cyclophanes based on bipyridinium, which was achieved using mechanical ball milling. The method affords a new strategy for construction of diverse substituted CBPQT·4PF6, which greatly shortens the reaction period, rendering this methodology practical in the field of supermolecular chemistry.

Redox-responsive reverse vesicles self-assembled by pseudo[2]rotaxanes for tunable dye release

Reverse vesicles exhibiting functions similar to those of normal vesicles have been constructed through the self-assembly of TTF/CBPQT4+-based pseudo[2]rotaxanes in a nonpolar solvent. The ends of the threads of the pseudo[2]rotaxanes are attached with a Frechet-type G-3 dendron and a hydrogen-bonded arylamide foldamer. These vesicles exhibit a response to redox. By exploiting the dynamic feature-spontaneously slow disassociation of the pseudorotaxanes-the sustained release of dyes embedded in the reverse vesicles has been demonstrated, which can be further tuned by changing the solvent polarity.

Improved pseudorotaxane and catenane formation from a derivative of bis(m-phenylene)-32-crown-10

2,2'-Dihydroxy-bis(m-phenylene)-32-crown-10 (2,2'-dihydroxy-BMP32C10, 1a) was synthesized and used to prepare the [2]catenane 4 in an unexpected yield of 68 %, three times the corresponding value for the case in which BMP32C10 (1b) was used and close to t

Three-dimensional bis(m-phenylene)-32-crown-10-based cryptand/paraquat catenanes

Two three-dimensional catenanes have been successfully synthesized from a bis(m-phenylene)-32-crown-10-based cryptand and paraquat derivatives in reasonable yields.

Nondegenerate π-donor/π-acceptor [2]catenanes containing proton-ionizable 1H-1,2,4-triazole subunits: Synthesis and spontaneous resolution

Chirality can hold the key to inducing directionality of motion in components of molecular devices. With this idea in mind, we describe here 1) the template-directed synthesis of two [2]catenanes wherein cyclobis(paraquat-p- phenylene) is interlocked with

Poised on the brink between a bistable complex and a compound

(figure presented) An enmeshed supramolecular complex, based on a semi-dumbbell-shaped component containing an asymmetrically substituted tetrathiafulvalene site and a 1,5-dioxynaphthalene site for encirclement by a cyclobis(paraquat-p-phenylene) ring component and with a speed bump in the form of an thiomethyl group situated between the two recognition sites, has been self-assembled. This complex is a mixture in acetone solution of two slowly interconverting [2]pseudorotaxanes, one of which is on the verge of being a [2]rotaxane at room temperature.

Bipyridinium macroring encapsulated within zeolite Y supercages. Preparation and intrazeolitic photochemistry of a common electron acceptor component of rotaxanes catenanes

Cyclobis-(N,N'-paraquat-p-phenylene) macrocycle (24+), the electron acceptor ring present in many [2]-catenanes and rotaxanes, has been obtained encapsulated within the supercages of zeolite Y by ship-in-a-bottle synthesis from the open precurs