Modular Synthesis of Optically Active Tröger’s Base Analogues

ChemPlusChem ◽  
2013 ◽  
Vol 78 (12) ◽  
pp. 1510-1516 ◽  
Author(s):  
Takuya Kamiyama ◽  
Merve Sinem Özer ◽  
Elisabeth Otth ◽  
Jan Deska ◽  
Ján Cvengroš
2021 ◽  
Vol 17 ◽  
pp. 1752-1813
Author(s):  
Teruo Umemoto ◽  
Yuhao Yang ◽  
Gerald B Hammond

This review deals with the historical development of all N-F fluorinating agents developed so far. The unique properties of fluorine make fluorinated organic compounds attractive in many research areas and therefore fluorinating agents are important. N-F agents have proven useful by virtue of their easy handling. This reagent class includes many types of N-F compounds: perfluoro-N-fluoropiperidine, N-fluoro-2-pyridone, N-fluoro-N-alkylarenesulfonamides, N-fluoropyridinium salts and derivatives, N-fluoroquinuclidium salts, N-fluoro-trifluoromethanesulfonimide, N-fluoro-sultams, N-fluoro-benzothiazole dioxides, N-fluoro-lactams, N-fluoro-o-benzenedisulfonimide, N-fluoro-benzenesulfonimide, 1-alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts, N-fluoropyridinium-2-sulfonate derivatives, 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane salts, N-fluorodinitroimidazole, N-fluoro-trichloro-1,3,5-triazinium salt, N-F ethano-Tröger’s base derivatives, N-fluoro-methanesulfonimide, N-fluoro-N-arylarenesulfonamides, bisN-F salts such as N,N’-difluorobipyridinium salts and N,N’-difluoro-1,4-diazoniabicyclo[2.2.2]octane salts, and their many derivatives and analogs, including chiral N-F reagents such as optically active N-fluoro-sultam derivatives, N-fluoro-alkaloid derivatives, DABCO-based N-F derivatives, and N-F binaphthyldisulfonimides. The synthesis and reactions of these reagents are described chronologically and the review also discusses the relative fluorination power of each reagent and their mechanisms chronicling developments from a historical perspective.


2019 ◽  
Vol 43 (20) ◽  
pp. 7751-7755 ◽  
Author(s):  
Masoud Kazem-Rostami

Azo carrying Tröger's base analogs introduced chirality, thermochromic and phototunable properties to an achiral liquid crystal host.


2007 ◽  
Vol 101 (7) ◽  
pp. 987-996 ◽  
Author(s):  
Nicolas Claessens ◽  
Frédéric Pierard ◽  
Carole Bresson ◽  
Cécile Moucheron ◽  
Andrée Kirsch-De Mesmaeker

TAPPI Journal ◽  
2012 ◽  
Vol 11 (8) ◽  
pp. 51-58
Author(s):  
ANTTI HAAPALA ◽  
MIKA KÖRKKÖ ◽  
ELISA KOIVURANTA ◽  
JOUKO NIINIMÄKI

Analysis methods developed specifically to determine the presence of ink and other optically active components in paper machine white waters or other process effluents are not available. It is generally more interest¬ing to quantify the effect of circulation water contaminants on end products. This study compares optical techniques to quantify the dirt in process water by two methods for test media preparation and measurement: direct process water filtration on a membrane foil and low-grammage sheet formation. The results show that ink content values obtained from various analyses cannot be directly compared because of fundamental issues involving test media preparation and the varied methodologies used to formulate the results, which may be based on different sets of assumptions. The use of brightness, luminosity, and reflectance and the role of scattering measurements as a part of ink content analysis are discussed, along with fine materials retention and measurement media selection. The study concludes with practical tips for case-dependent measurement methodology selection.


2003 ◽  
Vol 770 ◽  
Author(s):  
H. Przybylinska ◽  
N. Q. Vinh ◽  
B.A. Andreev ◽  
Z. F. Krasil'nik ◽  
T. Gregorkiewicz

AbstractA successful observation and analysis of the Zeeman effect on the near 1.54 μm photoluminescence spectrum in Er-doped crystalline MBE-grown silicon are reported. A clearly resolved splitting of 5 major spectral components was observed in magnetic fields up to 5.5 T. Based on the analysis of the data the symmetry of the dominant optically active center was conclusively established as orthorhombic I (C2v), with g‼≈18.4 and g⊥≈0 in the ground state. The fact that g⊥≈0 explains why EPR detection of Er-related optically active centers in silicon may be difficult. Preferential generation of a single type of an optically active Er-related center in MBE growth confirmed in this study is essential for photonic applications of Si:Er.


2019 ◽  
Author(s):  
Evan Gardner ◽  
Caitlyn Cobb ◽  
Jeffery A. Bertke ◽  
Timothy H. Warren

A modular synthesis provides access to a series of new tris(pyrazolyl)borate ligands <sup>XpyMe</sup>TpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramolecular H-bonding to metal–bound functionalities. To illustrate such H-bonding interactions, a series of [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>(<b>6a</b><b>–6e</b>) complexes were synthesized from the corresponding <sup>XpyMe</sup>TpCu–OAc (<b>5a–5e</b>) complexes. Single crystal X-ray structures of three new dinuclear [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the copper center in an unusual monomeric <sup>DMAPMe</sup>TpCu–OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced 𝜈<sub>OH </sub>frequencies that tracks with the H-bond accepting ability of the pendant arm.


2019 ◽  
Author(s):  
Evan Gardner ◽  
Caitlyn Cobb ◽  
Jeffery A. Bertke ◽  
Timothy H. Warren

A modular synthesis provides access to a series of new tris(pyrazolyl)borate ligands <sup>XpyMe</sup>TpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramolecular H-bonding to metal–bound functionalities. To illustrate such H-bonding interactions, a series of [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>(<b>6a</b><b>–6e</b>) complexes were synthesized from the corresponding <sup>XpyMe</sup>TpCu–OAc (<b>5a–5e</b>) complexes. Single crystal X-ray structures of three new dinuclear [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the copper center in an unusual monomeric <sup>DMAPMe</sup>TpCu–OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced 𝜈<sub>OH </sub>frequencies that tracks with the H-bond accepting ability of the pendant arm.


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