scholarly journals Photoinduced electron transfer in supramolecular ruthenium–porphyrin assemblies

2017 ◽  
Vol 46 (7) ◽  
pp. 2255-2262 ◽  
Author(s):  
Diego Rota Martir ◽  
Mattia Averardi ◽  
Daniel Escudero ◽  
Denis Jacquemin ◽  
Eli Zysman-Colman
Keyword(s):  
Electron Transfer ◽  
Photoinduced Electron Transfer ◽  
Supramolecular Systems ◽  
Non Covalent Interactions ◽  
Ruthenium Porphyrin ◽  
Covalent Interactions

We present dynamic supramolecular systems composed of a Ru(ii) complex of the form of [Ru(dtBubpy)2(qpy)][PF6]2 (where dtBubpy is 4,4′-di-tert-butyl-2,2′-dipyridyl and qpy is 4,4′:2′,2′′:4′′,4′′′-quaterpyridine) and zinc tetraphenylporphyrins (ZnTPP), through non-covalent interactions between the distal pyridines of the qpy and the zinc of ZnTPP.

scholarly journals Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer

2020 ◽  
Author(s):  
Casey B. Roos ◽  
Joachim Demaerel ◽  
David E. Graff ◽  
Robert Knowles
Keyword(s):  
Electron Transfer ◽  
Phosphoric Acid ◽  
Open Shell ◽  
Asymmetric Induction ◽  
Bond Forming ◽  
Proton Coupled Electron Transfer ◽  
Chiral Phosphoric Acid ◽  
Non Covalent Interactions ◽  
Covalent Interactions

<div><p>An enantioselective, radical-based method for the intramolecular hydroamination of alkenes with sulfonamides is reported. These reactions are proposed to proceed <i>via</i> <i>N</i>-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N–H bonds. Non-covalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event are hypothesized to serve as the basis for asymmetric induction in a subsequent C–N bond forming step, achieving selectivities of up to 98:2 er. These results offer further support for the ability of non-covalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.</p></div>

Supramolecular organization of phthalocyanines: from solution to surface

2009 ◽  
Vol 13 (04n05) ◽  
pp. 471-480 ◽  
Author(s):  
M. Victoria Martínez-Díaz ◽  
Giovanni Bottari
Keyword(s):  
Photophysical Properties ◽  
Building Blocks ◽  
Supramolecular Interactions ◽  
Supramolecular Organization ◽  
Supramolecular Systems ◽  
Ligand Interactions ◽  
Donor Acceptor ◽  
Interesting Class ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Phthalocyanines are an interesting class of aromatic macrocycles which possess exciting electrical, redox and photophysical properties that make them ideal building blocks for applications in different technological fields. However, the incorporation of phthalocyanines into devices is often tied to the possibility of organizing these macrocycles into arrays using supramolecular interactions. To date, several supramolecular motifs such as hydrogen-bonding, donor-acceptor or metal-ligand interactions have been used to promote the phthalocyanines' organization in solution. Furthermore, such weak, non-covalent interactions have also been widely employed to foster the organization of these macrocycles in condensed phases such as liquid-crystals or thin films. This micro-review provides a brief overview of the contribution made by some research groups in Spain towards the preparation of organized phthalocyanine-based supramolecular systems.

scholarly journals Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer

2020 ◽  
Author(s):  
Casey B. Roos ◽  
Joachim Demaerel ◽  
David E. Graff ◽  
Robert Knowles
Keyword(s):  
Electron Transfer ◽  
Phosphoric Acid ◽  
Open Shell ◽  
Asymmetric Induction ◽  
Bond Forming ◽  
Proton Coupled Electron Transfer ◽  
Chiral Phosphoric Acid ◽  
Non Covalent Interactions ◽  
Covalent Interactions

<div><p>An enantioselective, radical-based method for the intramolecular hydroamination of alkenes with sulfonamides is reported. These reactions are proposed to proceed <i>via</i> <i>N</i>-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N–H bonds. Non-covalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event are hypothesized to serve as the basis for asymmetric induction in a subsequent C–N bond forming step, achieving selectivities of up to 98:2 er. These results offer further support for the ability of non-covalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.</p></div>

scholarly journals Xanthene[n]arenes: Exceptionally Large, Bowl-shaped Macrocyclic Building Blocks Suitable for Self-Assembly

2021 ◽  
Author(s):  
Jonathan Pfeuffer-Rooschüz ◽  
Alessandro Prescimone ◽  
Konrad Tiefenbacher
Keyword(s):  
Self Assembly ◽  
Building Blocks ◽  
The Novel ◽  
Supramolecular Systems ◽  
Binding Properties ◽  
Molecular Capsules ◽  
New Class ◽  
Guest Binding ◽  
Non Covalent Interactions ◽  
Covalent Interactions

<div>A new class of macrocycles denoted as “xanthene[n]arenes” was synthesized. In contrast to most other macrocycles, they feature a rigid bowl-shape, required for the synthesis of cavitands and for the self-assembly to molecular capsules via non-covalent interactions. The derivatization potential of the novel macrocycles was demonstrated on the xanthene[3]arene scaffold. Beside a deep cavitand, a modified macrocycle was synthesized that self-assembles into a hydrogen-bonded tetrameric capsule. Both supramolecular systems display host-guest binding properties, demonstrating the potential of xanthene[n]arenes as a new set of macrocyclic building blocks.</div>

scholarly journals Chiral Cocrystal Solid Solutions, Molecular Complexes, and Salts of N-Triphenylacetyl-l-Tyrosine and Diamines

2019 ◽  
Vol 20 (20) ◽  
pp. 5004 ◽  
Author(s):  
Agnieszka Czapik ◽  
Maciej Jelecki ◽  
Marcin Kwit
Keyword(s):  
Solid Solution ◽  
Hydrogen Bonds ◽  
Molecular Complexes ◽  
Structural Motif ◽  
Supramolecular Systems ◽  
Racemic Mixtures ◽  
Non Covalent Interactions ◽  
Covalent Interactions ◽  
Racemic Crystals ◽  
Triphenylacetic Acid

The molecular recognition process and the ability to form multicomponent supramolecular systems have been investigated for the amide of triphenylacetic acid and l-tyrosine (N-triphenylacetyl-l-tyrosine, TrCOTyr). The presence of several supramolecular synthons within the same amide molecule allows the formation of various multicomponent crystals, where TrCOTyr serves as a chiral host. Isostructural crystals of solvates with methanol and ethanol and a series of binary crystalline molecular complexes with selected organic diamines (1,5-naphthyridine, quinoxaline, 4,4′-bipyridyl, and DABCO) were obtained. The structures of the crystals were planned based on non-covalent interactions (O–H···N or N–H+···O− hydrogen bonds) present in a basic structural motif, which is a heterotrimeric building block consisting of two molecules of the host and one molecule of the guest. The complex of TrCOTyr with DABCO is an exception. The anionic dimers built off the TrCOTyr molecules form a supramolecular gutter, with trityl groups located on the edge and filled by DABCO cationic dimers. Whereas most of the racemic mixtures crystallize as racemic crystals or as conglomerates, the additional tests carried out for racemic N-triphenylacetyl-tyrosine (rac-TrCOTyr) showed that the compound crystallizes as a solid solution of enantiomers.

Spectral properties of supramolecular systems based on cobalt(ii)/manganese(iii) phthalocyanine and fullero[60]pyrrolidines with PET

2020 ◽  
Vol 44 (26) ◽  
pp. 11262-11270 ◽  
Author(s):  
N. G. Bichan ◽  
E. N. Ovchenkova ◽  
A. A. Tsaturyan ◽  
T. N. Lomova
Keyword(s):  
Electron Transfer ◽  
Photoinduced Electron Transfer ◽  
Spectral Properties ◽  
Chemical Structure ◽  
Supramolecular Systems

Photoinduced electron transfer in the metallophthalocyanine–fullerene dyads was confirmed and the main “chemical structure – spectral properties” dependences were revealed.

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