Citation:
Peng Xiaoxia. Synthesis and Complexing Capacity of Two Triptycene-Based Molecular Tweezers[J]. Chemistry,
;2016, 79(5): 448-452.
-
Triptycene-based molecular tweezers 1 and 2 have been synthesized, their structure were characterized by 1H NMR, 13C NMR, MALDI-TOF, Elemental analysis and X-ray crystallography. The interactions between hosts and seven electron-deficient guests in solution were studied by 1H NMR titration and ESI-MS. The results showed that: 1) 1:1 complexes were formed between most of the hosts and guests; 2) host 1 has better binding ability than host 2; 3) the hosts would selectively bind with the electron-deficient guests. Moreover, the complexing behavior of 1·G1 was simulated by the program ORTEP 1.076, which suggested that the noncovalent interactions play important roles in the formation of sandwich-type host-guest complexes.
-
Keywords:
- Triptycene,
- Molecular tweezers,
- Host-guest chemistry,
- 1H NMR titration
-
-
-
[1]
[1] (a) H Huang, D G Drueckhammer. Chem. Commun., 2006: 2995~2997; (b) Z Wu, X B Shao, C Li et al. J. Am. Chem. Soc., 2005, 127: 17460~17468; (c) H Uno, A Masumoto, N Ono. J. Am. Chem. Soc., 2003, 125: 12082~12083.
-
[2]
[2] Z He, X Yang, W Jiang. Org. Lett., 2015, 17: 3880~3883.
-
[3]
[3] H Kurebayashi, T Haino, Y Fukazawa. Tetrahed. Lett., 2000, 41: 477~483.
-
[4]
[4] 陈传峰,韩涛,江一. 科学通报,2007, 52: 1349~1361
-
[5]
[5] (a) C Zhang, Y Liu, B Li et al. ACS Macro. Lett., 2012, 1: 190~193; (b) C Zhang, J Wang, Y Liu et al. Chem. Eur. J. 2013, 19: 5004~5008; (c) C Zhang, Z Wang, J Wang et al. Polymer, 2013, 54: 6942~6946; (d) C Zhang, L Peng, B Li et al. Polym. Chem. 2013, 4: 3663~3666; (e) C Zhang, T Zhai, J Wang et al. Polymer, 2014, 55: 3642~3647.
-
[6]
[6] (a) Z Meng, Y Han, L N Wang et al. J. Am. Chem. Soc., 2015, 137: 9739~9745; (b) Z Meng, J Xiang, C F Chen. Chem. Sci., 2014, 5: 1520~1525; (c) F Zeng, Y Han, C F Chen. Chem. Commun., 2015, 51: 3593~3595.
-
[7]
[7] X X Peng, H Y Liu, C F Chen. Org. Lett., 2007, 9: 895~898.
-
[8]
[8] (a) Q S Zong, C F Chen. Org. Lett., 2006, 8: 211~214; (b) T Han, C F Chen. Org. Lett., 2006, 8: 1069~1072.
-
[1]
-
-
-
[1]
Wenjie SHI , Fan LU , Mengwei CHEN , Jin WANG , Yingfeng HAN . Synthesis and host-guest properties of imidazolium-functionalized zirconium metal-organic cage. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 105-113. doi: 10.11862/CJIC.20240360
-
[2]
Jiarui Wu , Gengxin Wu , Yan Wang , Yingwei Yang . Crystal Engineering Based on Leaning Towerarenes. University Chemistry, 2024, 39(3): 58-62. doi: 10.3866/PKU.DXHX202304014
-
[3]
Hong CAI , Jiewen WU , Jingyun LI , Lixian CHEN , Siqi XIAO , Dan LI . Synthesis of a zinc-cobalt bimetallic adenine metal-organic framework for the recognition of sulfur-containing amino acids. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 114-122. doi: 10.11862/CJIC.20240382
-
[4]
Renjie Xue , Chao Ma , Jing He , Xuechao Li , Yanning Tang , Lifeng Chi , Haiming Zhang . Catassembly in the Host-Guest Recognition of 2D Metastable Self-Assembled Networks. Acta Physico-Chimica Sinica, 2024, 40(9): 2309011-0. doi: 10.3866/PKU.WHXB202309011
-
[5]
Jinfeng Chu , Yicheng Wang , Ji Qi , Yulin Liu , Yan Li , Lan Jin , Lei He , Yufei Song . Comprehensive Chemical Experiment Design: Convenient Preparation and Characterization of an Oxygen-Bridged Trinuclear Iron(III) Complex. University Chemistry, 2024, 39(7): 299-306. doi: 10.3866/PKU.DXHX202310105
-
[6]
Yong Shu , Xing Chen , Sai Duan , Rongzhen Liao . How to Determine the Equilibrium Bond Distance of Homonuclear Diatomic Molecules: A Case Study of H2. University Chemistry, 2024, 39(7): 386-393. doi: 10.3866/PKU.DXHX202310102
-
[7]
Jiying Liu , Zehua Li , Wenjing Zhang , Donghui Wei . Molecular Orbital and Nucleus-Independent Chemical Shift Calculations for C6H6 and B12H122-: A Computational Chemistry Experiment. University Chemistry, 2025, 40(3): 186-192. doi: 10.12461/PKU.DXHX202406085
-
[8]
Rui Gao , Ying Zhou , Yifan Hu , Siyuan Chen , Shouhong Xu , Qianfu Luo , Wenqing Zhang . Design, Synthesis and Performance Experiment of Novel Photoswitchable Hybrid Tetraarylethenes. University Chemistry, 2024, 39(5): 125-133. doi: 10.3866/PKU.DXHX202310050
-
[9]
Yue Zhang , Bao Li , Lixin Wu . GO-Assisted Supramolecular Framework Membrane for High-Performance Separation of Nanosized Oil-in-Water Emulsions. Acta Physico-Chimica Sinica, 2024, 40(5): 2305038-0. doi: 10.3866/PKU.WHXB202305038
-
[10]
Zhiwen HUANG , Qi LIU , Jianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184
-
[11]
Changqing MIAO , Fengjiao CHEN , Wenyu LI , Shujie WEI , Yuqing YAO , Keyi WANG , Ni WANG , Xiaoyan XIN , Ming FANG . Crystal structures, DNA action, and antibacterial activities of three tetranuclear lanthanide-based complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2455-2465. doi: 10.11862/CJIC.20240192
-
[12]
Zhihuan XU , Qing KANG , Yuzhen LONG , Qian YUAN , Cidong LIU , Xin LI , Genghuai TANG , Yuqing LIAO . Effect of graphene oxide concentration on the electrochemical properties of reduced graphene oxide/ZnS. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1329-1336. doi: 10.11862/CJIC.20230447
-
[13]
Cen Zhou , Biqiong Hong , Yiting Chen . Application of Electrochemical Techniques in Supramolecular Chemistry. University Chemistry, 2025, 40(3): 308-317. doi: 10.12461/PKU.DXHX202406086
-
[14]
Yufang GAO , Nan HOU , Yaning LIANG , Ning LI , Yanting ZHANG , Zelong LI , Xiaofeng LI . Nano-thin layer MCM-22 zeolite: Synthesis and catalytic properties of trimethylbenzene isomerization reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1079-1087. doi: 10.11862/CJIC.20240036
-
[15]
Laiying Zhang , Yinghuan Wu , Yazi Yu , Yecheng Xu , Haojie Zhang , Weitai Wu . Innovation and Practice of Polymer Chemistry Experiment Teaching for Non-Polymer Major Students of Chemistry: Taking the Synthesis, Solution Property, Optical Performance and Application of Thermo-Sensitive Polymers as an Example. University Chemistry, 2024, 39(4): 213-220. doi: 10.3866/PKU.DXHX202310126
-
[16]
Jingwen Wang , Minghao Wu , Xing Zuo , Yaofeng Yuan , Yahao Wang , Xiaoshun Zhou , Jianfeng Yan . Advances in the Application of Electrochemical Regulation in Investigating the Electron Transport Properties of Single-Molecule Junctions. University Chemistry, 2025, 40(3): 291-301. doi: 10.12461/PKU.DXHX202406023
-
[17]
Tingting Jiang , Jing Chang . Application of Ideological and Political Education in Chemical Analysis Experiment under the Background of Emerging Engineering Education: Taking the Redox Titration Experiment as an Example. University Chemistry, 2024, 39(2): 168-174. doi: 10.3866/PKU.DXHX202308007
-
[18]
Juan Hou , Chen Zhou , Jing Sun . Teaching Design of the Classical Analytical Chemistry Content Based on Logical and Innovative Thinking: A Case Study of the Application of Acid-Base Titration Method. University Chemistry, 2024, 39(4): 221-226. doi: 10.3866/PKU.DXHX202310023
-
[19]
Jia Yao , Xiaogang Peng . Theory of Macroscopic Molecular Systems: Theoretical Framework of the Physical Chemistry Course in the Chemistry “101 Plan”. University Chemistry, 2024, 39(10): 27-37. doi: 10.12461/PKU.DXHX202408117
-
[20]
Tingbo Wang , Yao Luo , Bingyan Hu , Ruiyuan Liu , Jing Miao , Huizhe Lu . Quantitative Computational Study on the Claisen Rearrangement Reaction of Allyl Phenyl Ethers: An Introduction to a Computational Chemistry Experiment. University Chemistry, 2024, 39(11): 278-285. doi: 10.12461/PKU.DXHX202403082
-
[1]
Metrics
- PDF Downloads(1)
- Abstract views(235)
- HTML views(16)