Synthesis of 4,7-Substituted 1,10-Phenanthrolines

Katritzky, Alan R.; Long, Qiuhe; Malhotra, N.; Ramanarayanan, Tirkur A.; Vedage, H.

doi:10.1055/s-1992-26256

Cited by 19 publications

(12 citation statements)

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“…1 shows the molecular structure of D-Re(I). The ligand 4,7-dinonadecyl-1,10-phenanthroline (d19-phen) was obtained according to the literature [21]. The D-Re(I) was synthesized by modification of reported literatures [22][23][24]: 0.3 mmol Re(CO) 5 Cl and 0.3 mmol d19-phen were dissolved in 16 mL benzene and refluxed for 2 h under N 2 flow and fac-ClRe(CO) 3 (d19-phen) was obtained by evaporating the solvent and subsequent recrystallization from dichloromethane/hexane.…”

Section: Synthesis Of the D-re(i) Complexmentioning

confidence: 99%

Optical oxygen sensing materials based on a novel dirhenium(I) complex assembled in mesoporous silica

Liu

et al. 2011

Journal of Luminescence

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Section: Synthesis Of the D-re(i) Complexmentioning

confidence: 99%

Optical oxygen sensing materials based on a novel dirhenium(I) complex assembled in mesoporous silica

Liu

et al. 2011

Journal of Luminescence

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“…Compound 3 was treated with LDA, followed by reaction of the resulting dilithiated intermediate with 1‐iodopentane, which gave 4,7‐dihexyl‐1,10‐phenanthroline ( 4 ) in 56 % yield 8. The two next steps involved different substitutions of the α positions to the nitrogen atoms of the phenanthroline, by following a method developed in our group 9.…”

Section: Resultsmentioning

confidence: 99%

Contractile and Extensible Molecular Figures‐of‐Eight

Niess

Duplan

Diercks

et al. 2015

Chemistry A European J

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Two large rings, 66- (m-66) and 78-membered (m-78) rings, each one incorporating two pairs of transition-metal-complexing units, have been prepared. The coordinating fragments are alternating bi- and tridentate chelating groups, namely, 2,9-diphenyl-1,10-phenanthroline (dpp) and 2,2',2',6''-terpyridine (terpy) respectively. Both macrocycles form molecular figures-of-eight in the presence of Fe(II) , affording a classical bis-terpy complex as the central core. The larger m-78 ring can accommodate a four-coordinate Cu(I) center with the formation of a {Cu(dpp)2 }(+) central complex and a highly twisted figure-of-eight backbone, whereas m-66 is too small to coordinate Cu(I) . Macrocycle m-78 thus affords stable complexes with both Fe(II) and Cu(I) ; the ligand around the metal changes from (terpy)2 to (dpp)2 . This bimodal coordination situation allows for a large amplitude rearrangement of the organic backbone. When coordinated to preferentially octahedrally coordinated Fe(II) or Cu(II) , the height of the molecule along the coordinating axis of the tridentate terpy ligands is only about 11 Å, whereas the height of the molecule along the same vertical axis is several times as large for the tetrahedral Cu(I) complex. Chemically or electrochemically driven contraction and extension motions along a defined axis make this figure-of-eight particularly promising as a new class of molecular machine prototype for use as a constitutive element in muscle-like dynamic systems.

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“…[12] The complexes [Ru-(bipy) 2 (bipy-11)]Cl 2´3 H 2 O, [Ru(bipy) 2 (phen-11)]Cl 2´6 H 2 O, [Ru(phen) 2 (bipy-11)]Cl 2´6 H 2 O, [Ru(phen) 2 (phen-11)]Cl 26 H 2 O, [Ru(bipy) 2 (phen-13)]Cl 2´5 H 2 O, [Ru(bipy) 2 (phen-17)]Cl 2´5 H 2 O, [Ru(bipy) 2 (phen-19)]Cl 2 . [6±11] The ligands, 4,4¢-diundecyl-2,2¢-bipyridine (bipy-11), 4,7-diundecyl-1,10-phenanthroline (phen-11), 4,7-ditridecyl-1,10-phenanthroline (phen-13), 4,7-diheptadecyl-1,10-phenanthroline (phen-17), 4,4¢-dinonadecyl-2,2¢-bipyridine (bipy-19), and 4,7dinona-decyl-1,10-phenanthroline (phen-19) were prepared according to a literature method.…”

Section: Methodsmentioning

confidence: 99%

“…This transition, which occurs in the visible region, grows in at high potentials beyond 0.45 V and gives rise to the third color state. [12] The complexes [Ru-(bipy) 2 (bipy-11)]Cl 2´3 H 2 O, [Ru(bipy) 2 (phen-11)]Cl 2´6 H 2 O, [Ru(phen) 2 (bipy-11)]Cl 2´6 H 2 O, [Ru(phen) 2 (phen-11)]Cl 26 H 2 O, [Ru(bipy) 2 (phen-13)]Cl 2´5 H 2 O, [Ru(bipy) 2 (phen-17)]Cl 2´5 H 2 O, [Ru(bipy) 2 (phen-19)]Cl 2 . Since the change in luminance occurs around the E 1/2 of the polymer, this may lead to electrochromic devices with greater stability and longer lifetimes.…”

mentioning

confidence: 99%

Synthesis of Mesoporous Silicates with Controllable Pore Size Using Surfactant Ruthenium(II) Complexes as Templates

Yam¹,

Zhu

2002

Adv. Mater.

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Surfactant–ruthenium(II) complexes that display lyotropic liquid‐crystalline behavior have been prepared. Their utility as templates for the synthesis of mesoporous silicates that contain RuO2 particles in their channels is demonstrated (see Figure). It is found that by simply altering the surfactant chain length the pore size of the metal‐containing silicates can be altered in a controllable manner.

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Synthesis of 4,7-Substituted 1,10-Phenanthrolines

Cited by 19 publications

References 0 publications

Optical oxygen sensing materials based on a novel dirhenium(I) complex assembled in mesoporous silica

Optical oxygen sensing materials based on a novel dirhenium(I) complex assembled in mesoporous silica

Contractile and Extensible Molecular Figures‐of‐Eight

Synthesis of Mesoporous Silicates with Controllable Pore Size Using Surfactant Ruthenium(II) Complexes as Templates

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