Stereoisomerically controlled supramolecular architectures: a new strategy for the construction of enantio- and diastereomerically pure multinuclear RuII complexes

doi:10.1016/S1387-7003(00)00186-6

Inorganic Chemistry Communications

Volume 4, Issue 1, January 2001, Pages 45-48

https://doi.org/10.1016/S1387-7003(00)00186-6 Get rights and content

Abstract

The construction of enantio- and diastereomerically pure multinuclear Ru^II complexes by using enantiomerically pure chiral coordination complexes as chiral tridentate ligands provides a new strategy for the design of stereochemically defined supramolecular architectures.

Section snippets

Acknowledgments

We thank the National Natural Science Foundation of China, the Natural Science Foundation of Guangdong Province, the State Key Laboratory of Bio-organic and Natural Products Chemistry in the Shanghai Institute of Organic Chemistry and the State Key Laboratory of Coordination Chemistry in Nanjing University for their financial support.

References (23)

A. Juris et al.
Coord. Chem. Rev.
(1988)
V. Balzani et al.
Supramolecular Photochemistry
(1991)
J.M. Lehn
Supramolecular Chemistry: Concept and Perspectives
(1995)
V. Balzani et al.
Chem. Rev.
(1996)
S.M. Molnar et al.
J. Am. Chem. Soc.
(1994)
G. Denti et al.
J. Am. Chem. Soc.
(1992)
F.R. Keene
Coord. Chem. Soc.
(1997)
L.S. Kelso et al.
Inorg. Chem.
(1996)
T.J. Rutherford et al.
J. Chem. Soc. Dalton Trans.
(1998)
X. Hua et al.
Inorg. Chem.
(1991)

X. Hua et al.

Inorg. Chem.

(1995)

Cited by (10)

Insights into enantioselective separations of ionic metal complexes by sub/supercritical fluid chromatography
2022, Analytica Chimica Acta
Citation Excerpt :
Complex 7 was prepared following the procedure described by Fan and coworkers [42]. Complexes 16, 19, and 20 were prepared following the procedures described by Chao and coworkers [43]. The synthetic details and characterization data for previously unreported compounds 1 and 5 prepared by McFarland and coworkers are included below.
Sub/supercritical fluid chromatography (SFC) is a green separation technique that has been used to separate a wide variety of compounds and is proven to be immensely useful for chiral separations. However, SFC is currently not thought to be applicable for ionic compounds due to their low solubility in CO₂, even with additives and organic modifiers. Recently, a large amount of research has been centered on octahedral complexes of Ru(II) and Os(II) with bidentate polypyridyl ligands due to their ability to serve in cancer treatment and other biological activities. These compounds exist as the delta (Δ) and lambda (Λ) enantiomers. Previously, similar compounds have been enantiomerically separated using HPLC and capillary electrophoresis, but never with SFC. Cyclofructan-6 (CF6) derivatized with (R)-naphthyl ethyl (RN) groups has been proven to be an effective chiral stationary phase for these separations in HPLC. This column chemistry was expanded to SFC to provide the first chiral separation of a wide variety (23 complexes in total) of ionic octahedral polypyridyl complexes. Unexpected behavior for mixing methanol and acetonitrile as the organic modifier will be discussed, along with the effects of additives. Enantioselectivity on CF6-RN chemistry is shown to be dependent on the conjugation level and rigidity of the metal complexes. Mass transfer kinetic behavior is also shown, and high-efficiency baseline resolved rapid separations are shown for fast screening or quantitation of representative coordination complexes.
Boosting phototherapy efficacy of NIR-absorbing ruthenium (II) complex via supramolecular engineering
2022, Materials Today Nano
Citation Excerpt :
Other chemicals and solvents of AC grade purity were obtained from Nanjing Wan Qing Co., Ltd. (China) unless otherwise noted. RuTP: [Ru(bpy)2(phen-dione)]Cl2 [53] (0.69 g, 1.0 mmol) and 4,7-di(4-(diphenylamino)-phenyl)-5,6-diamido-2,1,3-benzothiadi-azole [54] (0.65 g, 1.0 mmol) was dissolved in 100 mL acetic acid. The mixture was heated under reflux for 12 h.
Molecular aggregation of a well-designed photosensitizer has the potential to minimize its energy gap (ΔE_ST), thereby promoting the intersystem crossing rate, as well as singlet oxygen (¹O₂) generation. In light of this characteristic, a supramolecular photosensitizer (RuFF-NPs) has been fabricated through the noncovalent interaction of a Ru(II)-based complex (RuTP) and diphenylalanine peptide (FF). In contrast to the monomer of RuTP, RuFF-NPs showed excellent water dispersity, aggregation-enhanced ¹O₂ generation, remarkable red-shifted absorption, improved biocompatibility, and efficient dual phototherapeutic performance, which are highly desired characteristics for phototherapy. In cancer phototherapy, RuFF-NPs exhibited a much high tumor growth inhibition rate of 95.3% in vivo. Conspicuously, the tumor penetration and spatial distribution of RuFF-NPs with time were visually imaged at the molecular level, and the potential biochemical response was demonstrated, providing valuable information for elucidating the underlying anticancer mechanisms of phototherapy.
Synthesis of enantiomers of mononuclear Ru(II) complexes with 10,13-diaryl substituted dppz ligands
2013, Inorganic Chemistry Communications
An array of enantiomerically pure mononuclcear [Ru(bpy)₂(dppz)]^2 + derivatives with 10,13-diaryl substituted dppz ligand has been synthesized and characterized (bpy = bipyridine, dppz = pyrido-[3,2-a:2′,3′-c]phenazine). These new complexes exhibit substantially similar absorption spectra, resembling the parent complex [Ru(bpy)₂(dppz)]^2 +, and the enantiomerically pure analogues show the similar CD spectra in buffer solution despite the structural difference.
Current Status of Novel Multifunctional Targeted Pt(IV) Compounds and Their Reductive Release Properties
2024, Molecules
N-sulfinylcarboximidates as a new class of chiral bidentate ligands: Application to asymmetric coordination chemistry
2011, Chemistry - A European Journal
Asymmetric synthesis of octahedral coordination complexes
2011, European Journal of Inorganic Chemistry

View all citing articles on Scopus

¹: Also corresponding author.

View full text

Stereoisomerically controlled supramolecular architectures: a new strategy for the construction of enantio- and diastereomerically pure multinuclear RuII complexes

Abstract

Section snippets

Acknowledgments

Coord. Chem. Rev.

Supramolecular Photochemistry

Supramolecular Chemistry: Concept and Perspectives

Chem. Rev.

J. Am. Chem. Soc.

J. Am. Chem. Soc.

Coord. Chem. Soc.

Inorg. Chem.

J. Chem. Soc. Dalton Trans.

Inorg. Chem.

Inorg. Chem.

Stereoisomerically controlled supramolecular architectures: a new strategy for the construction of enantio- and diastereomerically pure multinuclear Ru^II complexes