Efficient multigram procedure for the synthesis of large hydrazone-linked molecular cages

Abstract

An efficient pathway to synthesize covalent hydrazone-linked molecular tetrahedra is reported. Our new synthesis enabled us to create a family of hydrolytically stable organic molecular cages with large openings required to bind complex guests.

Viologen-based solution-processable ionic porous polymers for electrochromic applications

“…At low concentration, the dynamic covalent chemistry leads to dispersed oligomers or molecular cages, which has been well-established in the literature. 33–36 In contrast, at high concentration, the reversible cleavage/formation of dynamic bonds forms polymers with high DP. This supports the above concentration-dependent sol and gel states.…”

Comparing organic and metallo-organic hydrazone molecular cages as potential carriers for doxorubicin delivery

“…10 Many studies on molecular cages have focused on establishing efficient synthetic protocols, allowing multigram-scale production of cages in some cases, facilitating large-scale synthesis for different applications. 11,12 Moreover, the careful design of the building blocks allows a precise control of the cavity size, shape, and inward-facing functionalisation for selective and efficient encapsulation. [13][14][15] Main uses of molecular cages include catalysis, [16][17][18][19] stabilisation of species, 20,21 molecular recognition, 5,6 release of encapsulated guests, 5,6,22 sensing, 23 separation processes, 13,24,25 among many others.…”

Modular Strategy for Constructing para-Cage[n]arenes, meta-Cage[n]arenes, and meta-Bimacrocyclic-Arenes

“…However, the synthesis of these cages typically involves fragment coupling, necessitating labor-intensive multistep reactions and resulting in low ring-closure yields. In addition, numerous dynamic covalent cages were developed by using imine, borate, and acylhydrazone bonds. The self-correcting mechanism of dynamic covalent bonds prevents the formation of oligomers or polymers, enabling the highly efficient generation of thermodynamically stable cages.…”