Chiroptical sensing of asymmetric hydrocarbons using a homochiral supramolecular Box from a bismetalloporphyrin rotamer

被引：46

作者：

Aimi, Junko

Oya, Kazumasa

Tsuda, Akihiko

Aida, Takuzo

机构：

[1] Univ Tokyo, Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, Tokyo 1138656, Japan

[2] JST, PRESTO, Kawaguchi, Saitama 3320012, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 12期

关键词：

chiroptical sensing; hydrocarbons; molecular recognition; porphyrinoids; self-assembly;

D O I：

10.1002/anie.200604330

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) The surrounding shapes the box: The zinc porphyrin dimer 1 bearing pyridyl groups can chiroptically sense an asymmetric hydrocarbon, such as limonene, by forming the homochiral box-shaped tetrameric assembly BOX⊥. As the BOX⊥ formed is enantiomerically enriched, the optical purity as well as the absolute configuration of the solvent limonene can be determined. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2031 / 2035

页数：5

共 45 条

[1] Building molecular wires from the colours of life: conjugated porphyrin oligomers
Anderson, HL
[J]. CHEMICAL COMMUNICATIONS, 1999, (23) : 2323 - 2330
[2] [Anonymous], ANGEW CHEM
[3] PORPHYRIN DIMERS LINKED BY CONJUGATED BUTADIYNES
ARNOLD, DP
NITSCHINSK, LJ
[J]. TETRAHEDRON, 1992, 48 (40) : 8781 - 8792
[4] Dimers and model monomers of nickel(II) octaethylporphyrin substituted by conjugated groups comprising combinations of triple bonds with double bonds and arenes .1. Synthesis and electronic spectra
Arnold, DP
James, DA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (11) : 3460 - 3469
[5] Booth TD, 1997, CHIRALITY, V9, P96
[6] Temperature effect on supramolecular chirality induction in bis(zinc porphyrin)
Borovkov, VV
Lintuluoto, JM
Fujiki, M
Inoue, Y
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (18) : 4403 - 4407
[7] The first enantiomerically pure helical noncovalent tripod for assembling nine-coordinate lanthanide(III) podates
Cantuel, M
Bernardinelli, G
Muller, G
Riehl, JP
Piguet, C
[J]. INORGANIC CHEMISTRY, 2004, 43 (06) : 1840 - 1849
[8] DIAZADIENES AS CONTROLLING LIGANDS IN HOMOGENEOUS CATALYSIS .16. GAS-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERIC OLEFINS
EHLERS, J
KONIG, WA
LUTZ, S
WENZ, G
DIECK, HT
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (11): : 1556 - 1558
[9] Ehlers J., 1988, ANGEW CHEM, V27, p[1556, 1614]
[10] Chirality-memory molecule: A D-2-symmetric fully substituted porphyrin as a conceptually new chirality sensor
Furusho, Y
Kimura, T
Mizuno, Y
Aida, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (22) : 5267 - 5268

← 1 2 3 4 5 →