Dipyrrolylpyrimidines as anion-responsive π-electronic systems

2016 ◽  
Vol 14 (34) ◽  
pp. 8035-8038 ◽  
Author(s):  
Yohei Haketa ◽  
Yuki Tamura ◽  
Nobuhiro Yasuda ◽  
Hiromitsu Maeda
Keyword(s):  
Solid State ◽  
Anion Binding ◽  
Electronic Systems ◽  
Coupling Reactions ◽  
Anion Complexes

Dipyrrolylpyrimidines synthesized by coupling reactions exhibited anion-binding abilities with the inversion of pyrrole rings. In the solid state, anion complexes of dipyrrolylpyrimidines formed charge-by-charge columnar structures in combination with counter cations.

Pyrrole-bridged quinones: π-electronic systems that modulate electronic structures by tautomerism and deprotonation

2021 ◽  
Author(s):  
Shinya Sugiura ◽  
Hiromitsu Maeda
Keyword(s):  
Infrared Absorption ◽  
Electronic Structures ◽  
Near Infrared ◽  
Ion Pairing ◽  
Anion Binding ◽  
Electronic Systems

A new series of π-extended quinone derivatives containing a pyrrole bridge exhibited NH/OH-type tautomerization and anion binding along with deprotonation that induced near-infrared absorption and ion-pairing assemblies.

scholarly journals Convenient Access to Functionalized Non-Symmetrical Atropisomeric 4,4′-Bipyridines

Compounds ◽  
2021 ◽  
Vol 1 (2) ◽  
pp. 58-74
Author(s):  
Emmanuel Aubert ◽  
Emmanuel Wenger ◽  
Paola Peluso ◽  
Victor Mamane
Keyword(s):  
Solid State ◽  
Intermolecular Interactions ◽  
Medicinal Chemistry ◽  
Crystal Packing ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Halogen Bonds ◽  
Cross Coupling Reactions ◽  
Cyano Groups ◽  
Post Functionalization

Non-symmetrical chiral 4,4′-bipyridines have recently found interest in organocatalysis and medicinal chemistry. In this regard, the development of efficient methods for their synthesis is highly desirable. Herein, a series of non-symmetrical atropisomeric polyhalogenated 4,4′-bipyridines were prepared and further functionalized by using cross-coupling reactions. The desymmetrization step is based on the N-oxidation of one of the two pyridine rings of the 4,4′-bipyridine skeleton. The main advantage of this methodology is the possible post-functionalization of the pyridine N-oxide, allowing selective introduction of chlorine, bromine or cyano groups in 2- and 2′-postions of the chiral atropisomeric 4,4′-bipyridines. The crystal packing in the solid state of some newly prepared derivatives was analyzed and revealed the importance of halogen bonds in intermolecular interactions.

Charge-by-charge assemblies based on planar anion receptors

2010 ◽  
Vol 83 (1) ◽  
pp. 189-199 ◽  
Author(s):  
Hiromitsu Maeda ◽  
Yohei Haketa
Keyword(s):  
Solid State ◽  
Soft Materials ◽  
Inorganic Anions ◽  
Anion Receptors ◽  
Anion Receptor ◽  
Charged Species ◽  
Efficient Strategy ◽  
Boron Complexes ◽  
Anion Complexes ◽  
Critical Overview

This critical overview proposes a new concept, a charge-by-charge assembly, which consists of alternately stacked positively and negatively charged species, by introducing examples of planar anionic structures in the solid state. The preparation of planar organic anions is not easy; however, complexation of planar anion receptor molecules with inorganic anions is found to be an efficient strategy for constructing them. As suitable motifs, dipyrrolyldiketone boron complexes exhibit various receptor–anion complexes and charge-by-charge assemblies in the solid state. The concept discussed here can be applied to useful soft materials as well as crystals by modifying the anion receptors and cations.

Anion-Responsive π-Electronic Systems Exhibiting Diverse Conformations and Stoichiometries in Anion Binding

2020 ◽  
Vol 2020 (23) ◽  
pp. 3491-3498 ◽  
Author(s):  
Yohei Haketa ◽  
Atsushi Naganawa ◽  
Shinya Sugiura ◽  
Nobuhiro Yasuda ◽  
Hiromitsu Maeda
Keyword(s):  
Anion Binding ◽  
Electronic Systems

scholarly journals Solid-state structure and electronic states of hydrogen-bonded dimer of pyridyl-substituted tetrathiafulvalene salted with PF6−

RSC Advances ◽  
2017 ◽  
Vol 7 (11) ◽  
pp. 6236-6241 ◽  
Author(s):  
Tomoaki Kanetou ◽  
Ryo Tsunashima ◽  
Norihisa Hoshino ◽  
Tomoyuki Akutagawa
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Dipole Moment ◽  
Solid State ◽  
Electric Dipole Moment ◽  
Electric Dipole ◽  
Electronic States ◽  
Electronic Systems ◽  
State Structure ◽  
Solid State Structure

Our results clarified uniqueness in hydrogen bonding TTFPy dimer in which proton in hydrogen bond was thermally fluctuated. In addition, the fluctuation was coupled with π-electronic systems of TTF moiety where electric dipole moment was amplified.

Synthesis, Electrochemistry, Spectroelectrochemistry, and Solid-State Structures of Palladium Biferrocenylphosphines and Their Use in C,C Cross-Coupling Reactions

2012 ◽  
Vol 31 (6) ◽  
pp. 2310-2326 ◽  
Author(s):  
Manja Lohan ◽  
Bianca Milde ◽  
Silvio Heider ◽  
J. Matthäus Speck ◽  
Sabrina Krauße ◽  
...  
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Solid State Structures

Mono- and bis-ferrocene 2,5-diamidopyrrole clefts: solid-state assembly, anion binding and electrochemical properties

Polyhedron ◽  
2003 ◽  
Vol 22 (5) ◽  
pp. 699-709 ◽  
Author(s):  
Simon J Coles ◽  
Guy Denuault ◽  
Philip A Gale ◽  
Peter N Horton ◽  
Michael B Hursthouse ◽  
...  
Keyword(s):  
Solid State ◽  
Electrochemical Properties ◽  
Anion Binding

Facile synthesis of Pd/Fe3O4/charcoal bifunctional catalysts with high metal loading for high product yields in Suzuki–Miyaura coupling reactions

2014 ◽  
Vol 38 (11) ◽  
pp. 5626-5632 ◽  
Author(s):  
Hyunje Woo ◽  
Kyoungho Lee ◽  
Ji Chan Park ◽  
Kang Hyun Park
Keyword(s):  
Solid State ◽  
Bifunctional Catalysts ◽  
Coupling Reactions ◽  
Facile Synthesis ◽  
Product Yields ◽  
Metal Loading ◽  
High Metal ◽  
Highly Loaded

Bifunctional Pd/Fe3O4/charcoal nanocatalysts are synthesized by simple solid-state grinding. Highly loaded Pd and Fe3O4 nanoparticles are observed and exhibit high product time yield for Suzuki–Miyaura coupling reactions.

Anion Complexes with Tetrazine-Based Ligands: Formation of Strong Anion−π Interactions in Solution and in the Solid State

2016 ◽  
Vol 55 (16) ◽  
pp. 8013-8024 ◽  
Author(s):  
Matteo Savastano ◽  
Carla Bazzicalupi ◽  
Claudia Giorgi ◽  
Celeste García-Gallarín ◽  
Maria Dolores López de la Torre ◽  
...  
Keyword(s):  
Solid State ◽  
Π Interactions ◽  
Anion Complexes
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