Colored Supramolecular Host System Using a Charge-Transfer Complex Composed of 1,1′-Bi-2-naphthol and 2,5-Substituted 1,4-Benzoquinone

被引：14

作者：

Imai, Yoshitane ^{[1
]}

Kamon, Kensaku ^{[1
]}

Kinuta, Takafumi ^{[1
]}

Sato, Tomohiro ^{[2
]}

Tajima, Nobuo ^{[3
]}

Kuroda, Reiko ^{[2
,4
]}

Matsubara, Yoshio ^{[1
]}

机构：

[1] Kinki Univ, Dept Appl Chem, Fac Sci & Engn, Osaka 5778502, Japan

[2] JST ERATO SORST Kuroda Chiromorphol Team, Meguro Ku, Tokyo 1530041, Japan

[3] NIMS, Computat Mat Sci Ctr, Principles Simulat Grp 1, Tsukuba, Ibaraki 3050047, Japan

[4] Univ Tokyo, Dept Life Sci, Grad Sch Arts & Sci, Meguro Ku, Tokyo 1538902, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 15期

关键词：

Charge transfer; Host-guest systems; Molecular recognition; Quinones; CORRELATED MOLECULAR CALCULATIONS; GAUSSIAN-BASIS SETS; SOLID-STATE CRYSTALLIZATION; BIS-BETA-NAPHTHOL; CHIRAL RECOGNITION; INCLUSION; BENZOQUINONE; DERIVATIVES; 10,10'-DIHYDROXY-9,9'-BIPHENANTHRYL;

D O I：

10.1002/ejoc.200900004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A colored, two-component, supramolecular, host system has been developed. This supramolecular host system uses a charge-transfer (CT) complex composed of racemic (rac)-1,1'-bi-2-naphthol, which acts as an electron donor, and 2,5-substituted 1,4-benzoquinone, which acts as an electron acceptor. This CT host system can selectively include aromatic guest molecules into a channel-like cavity by tuning the packing of the electron-donor and electron-acceptor molecules. Characteristically, the color and diffuse reflectance spectra (DRS) of the inclusion CT complex can be tuned by changing the type of the component 2,5-substituted 1,4-benzoquinone. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：2519 / 2525

页数：7

共 31 条

[1] [Anonymous], 1999, PLATON MOL GEOMETRY
[2] [Anonymous], 2017, J MOL STRUCT, DOI DOI 10.1016/J.MOLSTRUC.2017.03.014
[3] Atwood J.L., 1984, Inclusion Compounds, V1-5
[4] ATWOOD JL, ENCY SUPRAMOLECULAR, P2004
[5] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
BECKE, AD
[J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
[6] GAUSSIAN-BASIS SETS FOR USE IN CORRELATED MOLECULAR CALCULATIONS .1. THE ATOMS BORON THROUGH NEON AND HYDROGEN
DUNNING, TH
[J]. JOURNAL OF CHEMICAL PHYSICS, 1989, 90 (02) : 1007 - 1023
[7] Efficient optical resolution of secondary alkyl alcohols by chiral supramolecular hosts
Imai, Y
Sato, T
Kuroda, R
[J]. CHEMICAL COMMUNICATIONS, 2005, (26) : 3289 - 3291
[8] Molecular recognition in solid-state crystallization:: Colored chiral adduct formations of 1,1′-bi-2-naphthol derivatives and benzoquinone with a third component
Imai, Y
Tajima, N
Sato, T
Kuroda, R
[J]. CHIRALITY, 2002, 14 (07) : 604 - 609
[9] Molecular recognition properties of a charge-transfer host system composed of 10,10′-dihydroxy-9,9′-biphenanthryl and viologen derivatives
Imai, Yoshitane
Kamon, Kensaku
Kido, Shingo
Sato, Tomohiro
Tajima, Nobuo
Kuroda, Reiko
Matsubara, Yoshio
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (28) : 4784 - 4789
[10] Preparation and crystal structure of guest-dependent charge-transfer host system using 1,1′-bi-2-naphthol and 2-chloro-5-methyl-benzoquinone
Imai, Yoshitane
Kamon, Kensaku
Kinuta, Takafumi
Tajima, Nobuo
Sato, Tomohiro
Kuroda, Reiko
Matsubara, Yoshio
[J]. CRYSTAL GROWTH & DESIGN, 2008, 8 (10) : 3493 - 3496

← 1 2 3 4 →