Hydrogen-Bonded Chains and Networks of Triptycene-Based Triboronic Acid and Tripyridinone

被引：14

作者：

Zhang, Gang ^{[1
,2
]}

Rominger, Frank ^{[1
]}

Mastalerz, Michael ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

[2] Nanjing Forestry Univ, Coll Chem Engn, Nanjing 210037, Jiangsu, Peoples R China

来源：

CRYSTAL GROWTH & DESIGN | 2016年 / 16卷 / 09期

关键词：

BENZIMIDAZOLE-LINKED POLYMERS; POROUS MOLECULAR NETWORKS; ORGANIC FRAMEWORK; CRYSTAL-STRUCTURES; TRIMESIC ACID; SURFACE-AREA; SOLID-STATE; HEXAGONAL NETWORKS; CAGE COMPOUNDS; BORONIC ACIDS;

D O I：

10.1021/acs.cgd.6b01014

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of 2,7,14-triptycene triboronic acid 1 and triptycene tripyridinone 2, as well as their packings in the crystalline states, was studied. Both compounds show pronounced aggregation by hydrogen bonding, thus forming supramolecular polymeric chains or interpenetrated networks depending on the solvent mixtures used for crystallization. In all examples, two of the three hydrogen bonding motifs in each molecule formed cyclic dimers, leaving the third site either masked by solvents or for the formation of another hydrogen bond with the dimeric units. The influence of the solvent is discussed.

引用

页码：5542 / 5548

页数：7

共 89 条

[1]

Batten SR, 1998, ANGEW CHEM INT EDIT, V37, P1460, DOI 10.1002/(SICI)1521-3773(19980619)37:11<1460::AID-ANIE1460>3.0.CO

[2]

2-Z

[3] A theory of water and ionic solution, with particular reference to hydrogen and hydroxyl ions [J].

Bernal, JD ;

Fowler, RH .

JOURNAL OF CHEMICAL PHYSICS, 1933, 1 (08) :515-548

[4] Crystal engineering: from weak hydrogen bonds to co-ordination bonds [J].

Biradha, K .

CRYSTENGCOMM, 2003, 5 :374-384

[5] Molecular tectonics. Disruption of self-association in melts derived from hydrogen-bonded solids [J].

Boils, D ;

Perron, MT ;

Monchamp, F ;

Duval, H ;

Maris, T ;

Wuest, JD .

MACROMOLECULES, 2004, 37 (19) :7351-7357

[6] Crystal engineering, where from? Where to? [J].

Braga, D .

CHEMICAL COMMUNICATIONS, 2003, (22) :2751-2754

[7] Molecular tectonics. Porous hydrogen-bonded networks with unprecedented structural integrity [J].

Brunet, P ;

Simard, M ;

Wuest, JD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (11) :2737-2738

[8] Novel triptycene-derived hosts: synthesis and their applications in supramolecular chemistry [J].

Chen, Chuan-Feng .

CHEMICAL COMMUNICATIONS, 2011, 47 (06) :1674-1688

[9] Adsorption of fluorinated anesthetics within the pores of a molecular crystal [J].

Chen, Teng-Hao ;

Kaveevivitchai, Watchareeya ;

Jacobson, Allan J. ;

Miljanic, Ognjen S. .

CHEMICAL COMMUNICATIONS, 2015, 51 (74) :14096-14098

[10] Thermally robust and porous noncovalent organic framework with high affinity for fluorocarbons and CFCs [J].

Chen, Teng-Hao ;

Popov, Ilya ;

Kaveevivitchai, Watchareeya ;

Chuang, Yu-Chun ;

Chen, Yu-Sheng ;

Daugulis, Olafs ;

Jacobson, Allan J. ;

Miljanic, Ognjen S. .

NATURE COMMUNICATIONS, 2014, 5

← 1 2 3 4 5 6 7 8 9 →