共 78 条
Synthesis, enantiomeric resolution and photophysical properties of 7-cyano-14-methoxy-5-thiahexahelicene
被引:6
作者:

Hafedh, Nesrine
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia

Aloui, Faouzi
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia

Raouafi, Sondes
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia
机构:
[1] Univ Monastir, Fac Sci, Lab Asymetr Organ Synth & Homogenous Catalysis, UR11ES56, Ave Environm, Monastir 5019, Tunisia
关键词:
Chirality;
Helicenes;
Photolysis;
Enantiomeric resolution;
Photophysical properties;
CIRCULARLY-POLARIZED LUMINESCENCE;
ONE HUNDRED YEARS;
NONLINEAR-OPTICAL PROPERTIES;
CHIROPTICAL PROPERTIES;
CHIRAL RECOGNITION;
STEREOSELECTIVE SYNTHESES;
ELECTRONIC-PROPERTIES;
ASYMMETRIC CATALYSIS;
HELICENES;
MOLECULES;
D O I:
10.1016/j.molstruc.2018.03.067
中图分类号:
O64 [物理化学(理论化学)、化学物理学];
学科分类号:
070304 ;
081704 ;
摘要:
A simple and efficient approach leading to a well functionalized helically chiral pi-conjugated system is reported. Optical resolution of racemic helicene has been well accomplished affording both enantiomers (+)- and (-)-4 in high optical purity and their chiroptical properties were experimentally evaluated. Based on electronic circular dichroism (ECD) absolute configurations of dextrorotary and laevorotatory antipodes were assigned as P and M, respectively. Photophysical properties of the helical compound have been also examined in solutions and show a remarkable behaviour. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:126 / 131
页数:6
相关论文
共 78 条
[51]
Enhanced performance of the OLED with plasma treated ITO and plasma polymerized thiophene buffer layer
[J].
Park, Sang-Moo
;
Ebihara, Kenji
;
Ikegami, Tomoaki
;
Lee, Boong-Joo
;
Lim, Kyung-Bum
;
Shin, Paik-Kyun
.
CURRENT APPLIED PHYSICS,
2007, 7 (05)
:474-479

Park, Sang-Moo
论文数: 0 引用数: 0
h-index: 0
机构: Kumamoto Univ, Grad Sch Sci & Technol, Kumamoto 8608555, Japan

Ebihara, Kenji
论文数: 0 引用数: 0
h-index: 0
机构: Kumamoto Univ, Grad Sch Sci & Technol, Kumamoto 8608555, Japan

Ikegami, Tomoaki
论文数: 0 引用数: 0
h-index: 0
机构: Kumamoto Univ, Grad Sch Sci & Technol, Kumamoto 8608555, Japan

Lee, Boong-Joo
论文数: 0 引用数: 0
h-index: 0
机构: Kumamoto Univ, Grad Sch Sci & Technol, Kumamoto 8608555, Japan

Lim, Kyung-Bum
论文数: 0 引用数: 0
h-index: 0
机构: Kumamoto Univ, Grad Sch Sci & Technol, Kumamoto 8608555, Japan

Shin, Paik-Kyun
论文数: 0 引用数: 0
h-index: 0
机构: Kumamoto Univ, Grad Sch Sci & Technol, Kumamoto 8608555, Japan
[52]
Synthesis and properties of an aggregating heterocyclic helicene
[J].
Phillips, KES
;
Katz, TJ
;
Jockusch, S
;
Lovinger, AJ
;
Turro, NJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001, 123 (48)
:11899-11907

Phillips, KES
论文数: 0 引用数: 0
h-index: 0
机构: Columbia Univ, Dept Chem, New York, NY 10027 USA

Katz, TJ
论文数: 0 引用数: 0
h-index: 0
机构:
Columbia Univ, Dept Chem, New York, NY 10027 USA Columbia Univ, Dept Chem, New York, NY 10027 USA

Jockusch, S
论文数: 0 引用数: 0
h-index: 0
机构: Columbia Univ, Dept Chem, New York, NY 10027 USA

Lovinger, AJ
论文数: 0 引用数: 0
h-index: 0
机构: Columbia Univ, Dept Chem, New York, NY 10027 USA

Turro, NJ
论文数: 0 引用数: 0
h-index: 0
机构: Columbia Univ, Dept Chem, New York, NY 10027 USA
[53]
Functionalized Thiophene-Based [7]Helicene: Chirooptical Properties versus Electron Delocalization
[J].
Rajca, Andrzej
;
Pink, Maren
;
Xiao, Shuzhang
;
Miyasaka, Makoto
;
Rajca, Suchada
;
Das, Kausik
;
Plessel, Kristin
.
JOURNAL OF ORGANIC CHEMISTRY,
2009, 74 (19)
:7504-7513

Rajca, Andrzej
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

Pink, Maren
论文数: 0 引用数: 0
h-index: 0
机构:
Indiana Univ, Dept Chem, IUMSC, Bloomington, IN 47405 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

Xiao, Shuzhang
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

Miyasaka, Makoto
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

Rajca, Suchada
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

Das, Kausik
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

Plessel, Kristin
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA
[54]
First enantioselective catalysis using a helical diphosphane
[J].
Reetz, MT
;
Beuttenmuller, EW
;
Goddard, R
.
TETRAHEDRON LETTERS,
1997, 38 (18)
:3211-3214

Reetz, MT
论文数: 0 引用数: 0
h-index: 0
机构: Max-Planck-Inst. fur Kohlenforschung, D-45470 Mülheim/Ruhr

Beuttenmuller, EW
论文数: 0 引用数: 0
h-index: 0
机构: Max-Planck-Inst. fur Kohlenforschung, D-45470 Mülheim/Ruhr

Goddard, R
论文数: 0 引用数: 0
h-index: 0
机构: Max-Planck-Inst. fur Kohlenforschung, D-45470 Mülheim/Ruhr
[55]
Kinetic resolution in Pd-catalyzed allylic substitution using the helical PHelix ligand
[J].
Reetz, MT
;
Sostmann, S
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2000, 603 (01)
:105-109

Reetz, MT
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Gesell, Max Planck Inst Kohlenforsch, D-45470 Muelheim An Der Ruhr, Germany Max Planck Gesell, Max Planck Inst Kohlenforsch, D-45470 Muelheim An Der Ruhr, Germany

Sostmann, S
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Gesell, Max Planck Inst Kohlenforsch, D-45470 Muelheim An Der Ruhr, Germany Max Planck Gesell, Max Planck Inst Kohlenforsch, D-45470 Muelheim An Der Ruhr, Germany
[56]
CIRCULARLY POLARIZED LUMINESCENCE SPECTROSCOPY
[J].
RIEHL, JP
;
RICHARDSON, FS
.
CHEMICAL REVIEWS,
1986, 86 (01)
:1-16

RIEHL, JP
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV VIRGINIA, DEPT CHEM, CHARLOTTESVILLE, VA 22901 USA UNIV VIRGINIA, DEPT CHEM, CHARLOTTESVILLE, VA 22901 USA

RICHARDSON, FS
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV VIRGINIA, DEPT CHEM, CHARLOTTESVILLE, VA 22901 USA UNIV VIRGINIA, DEPT CHEM, CHARLOTTESVILLE, VA 22901 USA
[57]
Electronically Connected [n]Helicenes: Synthesis and Chiroptical Properties of Enantiomerically Pure (E)-1,2-Di([6]helicen-2-yl)ethenes
[J].
Roose, Jesse
;
Achermann, Stefan
;
Dumele, Oliver
;
Diederich, Francois
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2013, 2013 (16)
:3223-3231

Roose, Jesse
论文数: 0 引用数: 0
h-index: 0
机构:
ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland

Achermann, Stefan
论文数: 0 引用数: 0
h-index: 0
机构:
ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland

Dumele, Oliver
论文数: 0 引用数: 0
h-index: 0
机构:
ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland

Diederich, Francois
论文数: 0 引用数: 0
h-index: 0
机构:
ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland
[58]
New directions in medical biosensors employing poly(3,4-ethylenedioxy thiophene) derivative-based electrodes
[J].
Rozlosnik, Noemi
.
ANALYTICAL AND BIOANALYTICAL CHEMISTRY,
2009, 395 (03)
:637-645

Rozlosnik, Noemi
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Denmark, Dept Micro & Nanotechnol, DK-2800 Lyngby, Denmark Tech Univ Denmark, Dept Micro & Nanotechnol, DK-2800 Lyngby, Denmark
[59]
3,12-Dimethoxy-7,8-dicyano-[5]helicene as a novel emissive material for organic light-emitting diode
[J].
Sahasithiwat, Somboon
;
Mophuang, Tipwan
;
Menbangpung, Laongdao
;
Kamtonwong, Siriporn
;
Sooksimuang, Thanasat
.
SYNTHETIC METALS,
2010, 160 (11-12)
:1148-1152

Sahasithiwat, Somboon
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand

Mophuang, Tipwan
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand

Menbangpung, Laongdao
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand

Kamtonwong, Siriporn
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand

Sooksimuang, Thanasat
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand Natl Met & Mat Technol Ctr MTEC, Klongluang 12120, Pathumthani, Thailand
[60]
ORGANOCATALYSIS WITH AZAHELICENES: THE FIRST USE OF HELICALLY CHIRAL PYRIDINE-BASED CATALYSTS IN THE ASYMMETRIC ACYL TRANSFER REACTION
[J].
Samal, Michal
;
Misek, Jiri
;
Stara, Irena G.
;
Stary, Ivo
.
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS,
2009, 74 (7-8)
:1151-1159

Samal, Michal
论文数: 0 引用数: 0
h-index: 0
机构:
Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic

Misek, Jiri
论文数: 0 引用数: 0
h-index: 0
机构:
Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic

Stara, Irena G.
论文数: 0 引用数: 0
h-index: 0
机构:
Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic

Stary, Ivo
论文数: 0 引用数: 0
h-index: 0
机构:
Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic
Charles Univ Prague, Dept Organ Chem, Prague 12840 2, Czech Republic Acad Sci Czech Republic, Inst Organ Chem & Biochem, Ctr Biomol & Complex Mol Syst, CR-16610 Prague 6, Czech Republic