1392285-39-0Relevant articles and documents
Role-allocated combination of two types of hydrogen bonds towards constructing a breathing diamondoid porous organic salt
Yamamoto, Atsushi,Hasegawa, Tetsuya,Hamada, Tomoya,Hirukawa, Tomofumi,Hisaki, Ichiro,Miyata, Mikiji,Tohnai, Norimitsu
, p. 3006 - 3016 (2013/04/10)
A diamondoid porous organic salt (d-POS) composed of 8-hydroxyquinoline-5- sulfonic acid (HQS) and triphenylmethylamine (TPMA) shows reversible structure contraction and expansion ( breathing ) in response to guest desorption and adsorption. This flexible structure is designed hierarchically by utilizing two different types of hydrogen bonds. X-ray crystallographic analysis reveals that the two types of hydrogen bonds are formed separately to play respective roles for constructing the d-POS. The strong charge-assisted hydrogen bond between the sulfonate anion of HQS and the ammonium cation of TPMA serves as a static node to provide a supramolecular cluster for a building block. In contrast, the complementary neutral hydrogen bond between the hydroxyl and quinolyl groups of HQS acts as a dynamic linker to connect the clusters. Consequently, these two types of hydrogen bonds yield the d-POS with one-dimensional channels through the formation of diamondoid networks. We clarify that the d-POS undergoes dynamic structure transformation that originates in the cleavage and reformation of the complementary neutral hydrogen bond during guest desorption and adsorption. From the comparative studies, it is also demonstrated that applying the complementary neutral hydrogen bond in the d-POS provides significant advantages in terms of the responsivity of the structure over applying other weak noncovalent interactions for the connection of the clusters. Furthermore, the resultant d-POS also modulates fluorescent profiles dynamically responsive to guest adsorption and desorption. Breathing architecture: A hierarchical design by using an organic salt combining charge-assisted hydrogen bonds and complementary neutral hydrogen bonds provides a flexible diamondoid porous organic salt (d-POS; see figure). The structure and fluorescence of the resultant d-POS are reversibly changed in response to guest desorption and adsorption, originating in the role-allocated association of the hydrogen bonds. Copyright
Diamondoid porous organic salts toward applicable strategy for construction of versatile porous structures
Yamamoto, Atsushi,Uehara, Shinji,Hamada, Tomoya,Miyata, Mikiji,Hisaki, Ichiro,Tohnai, Norimitsu
, p. 4600 - 4606 (2012/11/13)
To achieve efficient construction of organic porous materials with versatile properties, we propose a widely applicable novel strategy using organic salts comprising triphenylmethylamine (TPMA) and sulfonic acids. We demonstrate that TPMA and sulfonic acids having polyaromatic moieties give a new class of porous structures consisting of diamond networks, named as diamondoid porous organic salts (d-POSs). In the d-POSs, TPMA and the sulfonic acids are assembled into stable tetrahedral supramolecular clusters via charge-assisted hydrogen bonding as primary building blocks. Subsequently, the clusters are accumulated by π-π interactions between the polyaromatic moieties to yield the d-POSs through formation of the diamond networks. Large steric hindrance of the clusters prevents the diamond networks from constructing highly interpenetrated structures, giving continuous open channels. It should be noted that the interpenetration degree of the diamond networks is controlled by tuning the bulkiness of the cluster with alteration of sulfonic acids. Anthracene-2-sulfonic acid (2-AS) constructs a 3-fold structure with one-dimensional channels, whereas pyrene-1-sulfonic acid (1-PyS) yields a 2-fold structure having two-dimensional channels. Furthermore, the organic salt of TPMA and 2-AS also give polymorphic structures in response to host-guest ratio and guest species, indicating not only their stability but the flexibility of the d-POSs.
