Boronic acids in molecular self-assembly

被引:212
作者
Fujita, Norifumi [2 ]
Shinkai, Seiji [2 ]
James, Tony D. [1 ]
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[2] Kyushu Univ, Dept Chem & Biochem, Grad Sch Engn, Nishi Ku, Fukuoka 8190395, Japan
关键词
boron; complexation; molecular recognition; self-assembly; supramolecular chemistry;
D O I
10.1002/asia.200800069
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reversibility of boronic acid and diol interaction makes it an ideal candidate for the design of self-assembled molecular structures. Reversibility is required to ensure that the thermodynamically most stable structure is formed. Reversibility also ensures that any errors produced during the assembly process are not permanent.
引用
收藏
页码:1076 / 1091
页数:16
相关论文
共 136 条
[31]   New perspectives for boronic esters in macrocyclic chemistry [J].
Farfán, N ;
Höpfl, H ;
Barba, V ;
Ochoa, ME ;
Santillan, R ;
Gómez, E ;
Gutiérrez, A .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 581 (1-2) :70-81
[32]   Hydrogen adsorption in the nanoporous metal-benzenedicarboxylate M(OH)(O2C-C6H4-CO2) (M = Al3+, Cr3+), MIL-53 [J].
Férey, G ;
Latroche, M ;
Serre, C ;
Millange, F ;
Loiseau, T ;
Percheron-Guégan, A .
CHEMICAL COMMUNICATIONS, 2003, (24) :2976-2977
[33]  
Ferrier RJ, 1978, ADV CARBOHYD CHEM BI, V35, P31
[34]   CYCLIC BORON COMPOUNDS - RING STRAIN IN B-PHENYL AND B-BUTYL DIOXABORON HETEROCYCLES [J].
FINCH, A ;
GARDNER, PJ ;
MCNAMARA, PM ;
WELLUM, GR .
JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1970, (19) :3339-&
[35]   Hydrogen adsorption in nanoporous Nickel(II) phosphates [J].
Forster, PM ;
Eckert, J ;
Chang, JS ;
Park, SE ;
Férey, G ;
Cheetham, AK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (05) :1309-1312
[36]   Molecular tectonics. Use of the hydrogen bonding of boronic acids to direct supramolecular construction [J].
Fournier, JH ;
Maris, T ;
Wuest, JD ;
Guo, WZ ;
Galoppini, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (04) :1002-1006
[37]  
Frankland E., 1860, ANN CHEM PHARM, V115, P319, DOI [10.1002/jlac.18601150324, DOI 10.1002/JLAC.18601150324]
[38]   Study of the mechanism of electron-transfer quenching by boron-nitrogen adducts in fluorescent sensors [J].
Franzen, S ;
Ni, WJ ;
Wang, BH .
JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (47) :12942-12948
[39]   COMPLEXATION OF PHENYLBORONIC ACID WITH LACTIC-ACID - STABILITY CONSTANT AND REACTION-KINETICS [J].
FRIEDMAN, S ;
PACE, B ;
PIZER, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (17) :5381-5384
[40]   MECHANISM OF COMPLEXATION OF PHENYLBORONIC ACID WITH OXALIC-ACID - REACTION WHICH REQUIRES LIGAND DONOR ATOM PROTONATION [J].
FRIEDMAN, S ;
PIZER, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (21) :6059-6062