From Hetero- to Homochiral Bis(metallahelicene)s Based on a PtIII-PtIII Bonded Scaffold: Isomerization, Structure, and Chiroptical Properties

被引：70

作者：

Anger, Emmanuel ^{[2
]}

Rudolph, Mark ^{[1
]}

Shen, Chengshuo ^{[2
]}

Vanthuyne, Nicolas ^{[3
]}

Toupet, Loic ^{[2
]}

Roussel, Christian ^{[3
]}

Autschbach, Jochen ^{[1
]}

Crassous, Jeanne ^{[2
]}

Reau, Regis ^{[2
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

[2] Univ Rennes 1, CNRS, Inst Phys Rennes, UMR 6226,UMR 6251, F-35042 Rennes, France

[3] Univ Paul Cezanne, ISM2, Chirosci UMR 6263, F-13397 Marseille 20, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 11期

基金：

美国国家科学基金会;

关键词：

ASYMMETRIC-SYNTHESIS; COMPLEXES; HELICENES; MOLECULES; ROUTE; PLATINUM(III); DERIVATIVES; RESOLUTION; OXIDATION; LIGANDS;

D O I：

10.1021/ja200129y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hetero- and homochiral diastereomeric bis(metallahelicene)s have been synthesized. They possess a rare Pt-III-Pt-III scaffold bridged by benzoato ligands. It is shown that heterochiral (P,M)-bis(Pt-III-[6]helicene) can isomerize into the homochiral (P,P)- and (M,M)-bis-(Pt-III-[6]helicene). A theoretical study shows a unique sigma-pi conjugation between the two pi-helices and the sigma-Pt-III-Pt-III scaffold that impacts the strong chiroptical properties.

引用

页码：3800 / 3803

页数：4

共 41 条

[1] Helquats: A Facile, Modular, Scalable Route to Novel Helical Dications
Adriaenssens, Louis
Severa, Lukas
Salova, Tereza
Cisarova, Ivana
Pohl, Radek
Saman, David
Rocha, Shvia V.
Finney, Nathaniel S.
Pospisil, Lubomir
Slavicek, Petr
Teply, Filip
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (05) : 1072 - 1076
[2] Distinction between homochiral and heterochiral dimers of 1-aza[n]helicenes (n=1-7) with alkaline cations
Alkorta, Ibon
Blanco, Fernando
Elguero, Jose
Schroeder, Detlef
[J]. TETRAHEDRON-ASYMMETRY, 2010, 21 (08) : 962 - 968
[3] Chiral recognition in noncovalent bonding interactions between helicenes: right-handed helix favors right-handed helix over left-handed helix
Amemiya, Ryo
Yamaguchi, Masahiko
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (01) : 26 - 35
[4] Two-Component Gel Formation by Pseudoenantiomeric Ethynylhelicene Oligomers
Amemiya, Ryo
Mizutani, Marie
Yamaguchi, Masahiko
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (11) : 1995 - 1999
[5] Computing Chiroptical Properties with First-Principles Theoretical Methods: Background and Illustrative Examples
Autschbach, Jochen
[J]. CHIRALITY, 2009, 21 (1E) : E116 - E152
[6] TETRAMETHYLDIPLATINUM(III) (PT-PT) COMPLEXES WITH 2-HYDROXYPYRIDINATO BRIDGING LIGANDS .3. COMPOUNDS WITH DIETHYL SULFIDE AS THE AXIAL LIGAND
BANCROFT, DP
COTTON, FA
[J]. INORGANIC CHEMISTRY, 1988, 27 (22) : 4022 - 4025
[7] Unprecedented Near-Infrared (NIR) Emission in Diplatinum(III) (d7-d7) Complexes at Room Temperature
Bennett, Martin A.
Bhargava, Suresh K.
Cheng, Eddie Chung-Chin
Lam, Wai Han
Lee, Terence Kwok-Ming
Priver, Steven H.
Wagler, Joerg
Willis, Anthony C.
Yam, Vivian Wing-Wah
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (20) : 7094 - 7103
[8] Electronic Structures of PdII Dimers
Bercaw, John E.
Durrell, Alec C.
Gray, Harry B.
Green, Jennifer C.
Hazari, Nilay
Labinger, Jay A.
Winkler, Jay R.
[J]. INORGANIC CHEMISTRY, 2010, 49 (04) : 1801 - 1810
[9] BINUCLEAR PLATINUM(III) COMPLEXES - PREPARATION, STRUCTURE, AND D-SIGMA-]D-SIGMA-STAR SPECTRUM OF [BU4N]2[PT2(P2O5H2)4(CH3CN)2]
CHE, CM
MAK, TCW
MISKOWSKI, VM
GRAY, HB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (24) : 7840 - 7841
[10] Synthesis and Structures of Multifunctionalized Helicenes and Dehydrohelicenes: An Efficient Route to Construct Cyan Fluorescent Molecules
Chen, Jun-Dao
Lu, Hai-Yan
Chen, Chuan-Feng
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (39) : 11843 - 11846

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