scholarly journals ortho-Substituent effect on the crystal packing and solid state speciation of aromatic C-nitroso compounds

CrystEngComm ◽  
2020 ◽  
Vol 22 (30) ◽  
pp. 5040-5048
Author(s):  
Sarah J. Pike ◽  
Armelle Heliot ◽  
Colin C. Seaton
Keyword(s):  
Solid State ◽  
Substituent Effect ◽  
Crystal Packing ◽  
Nitroso Compounds ◽  
Short Series ◽  
State Behaviour ◽  
Ortho Substituent

The solid state behaviour of a short series aromatic C-nitroso compounds has been studied as a function of the electronic and steric nature of the ortho-substituent on the ring.

2-Substituted Perimidines: Zwitterionic Tauterism in Solid State, Substituent Effect on their Crystal Packing and Biological Activity.

2021 ◽  
pp. 132056
Author(s):  
César Augusto Fernández-Gijón ◽  
Jessica Olvera-Mancilla ◽  
Ronan Le Lagadec ◽  
Noráh Barba-Behrens ◽  
Hugo Rico-Bautista ◽  
...  
Keyword(s):  
Biological Activity ◽  
Solid State ◽  
Substituent Effect ◽  
Crystal Packing

Solid state π–π stacking and higher order dimensional crystal packing, reactivity, and electrochemical behaviour of salphenazine actinide and transition metal complexes

2016 ◽  
Vol 45 (36) ◽  
pp. 14243-14251 ◽  
Author(s):  
E. E. Hardy ◽  
M. A. Eddy ◽  
B. A. Maynard ◽  
A. E. V. Gorden
Keyword(s):  
Solid State ◽  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Crystal Packing ◽  
Electrochemical Behaviour ◽  
Higher Order ◽  
State Behaviour ◽  
Dimensional Crystal ◽  
Synthesis Solution

Here, we describe and compare the synthesis, solution characterization, and solid-state behaviour of the salphenazine ligand and metal complexes.

13C NMR spectroscopic studies of C-nitroso compounds. The orientation of the nitroso group in substituted nitrosobenzenes

1994 ◽  
Vol 72 (3) ◽  
pp. 514-518 ◽  
Author(s):  
Brian G. Gowenlock ◽  
Mailer Cameron ◽  
Alan S.F. Boyd ◽  
Baheeja M. Al-Tahou ◽  
Paul McKenna
Keyword(s):  
Solid State ◽  
Functional Group ◽  
Chemical Shifts ◽  
Lone Pair ◽  
Spectroscopic Studies ◽  
Nitroso Compounds ◽  
Nitroso Group ◽  
Nitrogen Lone Pair ◽  
Electronic Character ◽  
Ortho Substituent

The carbon-13 chemical shifts of several substituted nitrosobenzenes are reported. It is shown that the NO group can be orientated to lie in the plane of the ring when constrained either by a bulky ortho substituent or in the solid state. In the presence of 2,6-di-tert-butyl substituents the NO group is twisted into orthogonality with the ring. The changes in the 13C chemical shifts are larger for the NO group than for other functional groups. It is suggested that these effects are a consequence of the electronic character of the NO group and that the nitrogen lone pair of electrons is of fundamental importance in producing these unique effects. The dimeric nitroso functional group does not display these properties.

The Influence of Nitrogen Position on Charge Carrier Mobility in Enantiopure Aza[6]helicene Crystals

2018 ◽  
Author(s):  
Francesco Salerno ◽  
Beth Rice ◽  
Julia Schmidt ◽  
Matthew J. Fuchter ◽  
Jenny Nelson ◽  
...  
Keyword(s):  
Solid State ◽  
Charge Carrier ◽  
Carrier Mobility ◽  
Chemical Structure ◽  
Crystal Packing ◽  
Charge Carrier Mobility ◽  
Individual Factor ◽  
Charge Mobility ◽  
Order Of Magnitude ◽  
Small Change

<p>The properties of an organic semiconductor are dependent on both the chemical structure of the molecule involved, and how it is arranged in the solid-state. It is challenging to extract the influence of each individual factor, as small changes in the molecular structure often dramatically change the crystal packing and hence solid-state structure. Here, we use calculations to explore the influence of the nitrogen position on the charge mobility of a chiral organic molecule when the crystal packing is kept constant. The transfer integrals for a series of enantiopure aza[6]helicene crystals sharing the same packing were analysed in order to identify the best supramolecular motifs to promote charge carrier mobility. The regioisomers considered differ only in the positioning of the nitrogen atom in the aromatic scaffold. The simulations showed that even this small change in the chemical structure has a strong effect on the charge transport in the crystal, leading to differences in charge mobility of up to one order of magnitude. Some aza[6]helicene isomers that were packed interlocked with each other showed high HOMO-HOMO integrals (up to 70 meV), whilst molecules arranged with translational symmetry generally afforded the highest LUMO-LUMO integrals (40 - 70 meV). As many of the results are not intuitively obvious, a computational approach provides additional insight into the design of new semiconducting organic materials.</p>

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.

scholarly journals Zn(II) Heteroleptic Halide Complexes with 2-Halopyridines: Features of Halogen Bonding in Solid State

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3393
Author(s):  
Mikhail A. Vershinin ◽  
Marianna I. Rakhmanova ◽  
Alexander S. Novikov ◽  
Maxim N. Sokolov ◽  
Sergey A. Adonin
Keyword(s):  
Solid State ◽  
Quantum Yield ◽  
Crystal Packing ◽  
Halogen Bonding ◽  
Molecular Complexes ◽  
Substituted Pyridines ◽  
Halide Complexes

Reactions between Zn(II) dihalides and 2-halogen-substituted pyridines 2-XPy result in a series of heteroleptic molecular complexes [(2-XPy)2ZnY2] (Y = Cl, X = Cl (1), Br (2), I (3); Y = Br, X = Cl (4), Br (5), I (6), Y = I, X = Cl (7), Br (8), and I (9)). Moreover, 1–7 are isostructural (triclinic), while 8 and 9 are monoclinic. In all cases, halogen bonding plays an important role in formation of crystal packing. Moreover, 1–9 demonstrate luminescence in asolid state; for the best emitting complexes, quantum yield (QY) exceeds 21%.

scholarly journals Visualising crystal packing interactions in solid-state NMR: Concepts and applications

2017 ◽  
Vol 147 (14) ◽  
pp. 144203 ◽  
Author(s):  
Miri Zilka ◽  
Simone Sturniolo ◽  
Steven P. Brown ◽  
Jonathan R. Yates
Keyword(s):  
Solid State ◽  
Solid State Nmr ◽  
Crystal Packing ◽  
Packing Interactions
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