The axial chirality hidden in vitamin D and its application in cocrystal prediction

CrystEngComm ◽  
2020 ◽  
Vol 22 (18) ◽  
pp. 3095-3099
Author(s):  
Mengfei Guo ◽  
Zaiyong Zhang ◽  
Zhaoqiang Chen ◽  
Qiaoce Ding ◽  
Liye Lu ◽  
...  
Keyword(s):  
Vitamin D ◽  
Hydrogen Bonding ◽  
Solid State ◽  
Hydrogen Bonding Interaction ◽  
Titration Method ◽  
Axial Chirality ◽  
Bonding Interaction

An ECD titration method was developed to detect hydrogen-bonding interaction in solution and to predict cocrystal formation in the solid state.

σ-Hole halogen bonding interactions in a mixed valence cobalt(iii/ii) complex and anti-electrostatic hydrogen bonding interaction in a cobalt(iii) complex: a theoretical insight

CrystEngComm ◽  
2018 ◽  
Vol 20 (45) ◽  
pp. 7281-7292 ◽  
Author(s):  
Kousik Ghosh ◽  
Klaus Harms ◽  
Antonio Bauzá ◽  
Antonio Frontera ◽  
Shouvik Chattopadhyay
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Dft Calculations ◽  
Mixed Valence ◽  
Halogen Bonding ◽  
Supramolecular Interactions ◽  
Hydrogen Bonding Interaction ◽  
Bonding Interaction ◽  
Solid State Structures ◽  
Theoretical Insight

Supramolecular interactions in the solid state structures of a mixed valence cobalt(ii/iii) complex and a cobalt(iii) complex have been studied using DFT calculations.

Gold(I) 1,2,3-Triazolylidene Complex Featuring the Interaction Between Gold and Methine Hydrogen

2021 ◽  
Author(s):  
Adi Narayana Mannem ◽  
Moulali Vaddamanu ◽  
Arruri Sathyanarayana ◽  
Kumar Siddhant ◽  
Shohei Sugiyama ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Intramolecular Hydrogen Bonding ◽  
Hydrogen Bonding Interaction ◽  
Bonding Interaction ◽  
Ft Ir ◽  
Intramolecular Hydrogen

Mesoionic N-heterocyclic carbene-gold(I) complex with a unique Au····H–C(methine) intramolecular hydrogen bonding interaction has been investigated in the solid-state. The structure of this new neutral gold(I)-carbene was characterized by FT-IR, NMR...

Solid-State Photocycloaddition Reactions between Di-2-Pyrones Tethered by Arylalkyl Chain and Benzophenones

2011 ◽  
Vol 396-398 ◽  
pp. 2467-2470
Author(s):  
Wei Dong Wang ◽  
Tetsuro Shimo
Keyword(s):  
Hydrogen Bonding ◽  
Excited State ◽  
Reaction Mechanism ◽  
Solid State ◽  
Carbonyl Oxygen ◽  
Hydrogen Bonding Interaction ◽  
Triplet Excited State ◽  
Bonding Interaction ◽  
High Site ◽  
Solid State Interaction

Solid-state photocycloaddition reactions between di-2-pyrones (1a-d) with benzophenone (2a) gave the corresponding oxetane derivatives (3a-d; 1:2 adducts) with high site- and regioselectivity across the C5-C6 and C5′-C6′ double bonds in 1 via the triplet excited state of 2a. The reactions were inferred by MO methods to be initiated by electrostatic interaction between the C6 position of 1a-d and the carbonyl oxygen of 2a at their ground states, and the solid-state interaction may be enhanced by electron density at carbonyl oxygen of the triplet 2a. The transition state (TS) analysis of the [2+2] cycloaddition reactions also suggested some triplet complex, and the high regioselectivity. The hydrogen-bonding interaction between 2a and 1a-d and the triplet reaction mechanism were also explained by the IR analyses and the quenching experiments, respectively.

Solid-State Photocycloaddition Reactions of Tri-2-Pyrones with Benzophenone

2012 ◽  
Vol 554-556 ◽  
pp. 796-800
Author(s):  
Wei Dong Wang ◽  
Tetsuro Shimo
Keyword(s):  
Hydrogen Bonding ◽  
Excited State ◽  
Reaction Mechanism ◽  
Solid State ◽  
Hydrogen Bonding Interaction ◽  
Triplet Excited State ◽  
Double Bonds ◽  
Mo Calculations ◽  
Bonding Interaction ◽  
High Site

Solid-state photocycloaddition reactions between tri-2-pyrones (1a,1b) with benzophenone (2) gave the corresponding oxetane derivatives (3a:3a′=1:1 and 3b:3b′=1:1, 1:2 adducts) with high site- and regioselectivity across the C5-C6 , C5′-C6′ and C5′′-C6′′ double bonds in 1 via the triplet excited state of 2. The site- and regioselectivities were explained by MO calculations. The hydrogen-bonding interaction between 2 and 1a, 1b and the triplet reaction mechanism were also explained by the IR analyses and the quenching experiments, respectively.

Mechanical Stability and Self-Recovery Property of Liquid Crystal Gel Films with Hydrogen-Bonding Interaction

2019 ◽  
Vol E102.C (11) ◽  
pp. 813-817
Author(s):  
Yosei SHIBATA ◽  
Ryosuke SAITO ◽  
Takahiro ISHINABE ◽  
Hideo FUJIKAKE
Keyword(s):  
Hydrogen Bonding ◽  
Liquid Crystal ◽  
Mechanical Stability ◽  
Hydrogen Bonding Interaction ◽  
Bonding Interaction

Radical Enzymes Control the Chemistry of Their Highly Reactive Intermediates Using the Quantum Coulombic Effect

2020 ◽  
Author(s):  
Hossein Khalilian ◽  
Gino A. DiLabio
Keyword(s):  
Hydrogen Bonding ◽  
Molecular Orbital ◽  
Reactive Intermediates ◽  
Hydrogen Bonding Interaction ◽  
Orbital Ordering ◽  
Dynamic Nature ◽  
Radical Intermediate ◽  
Highest Occupied Molecular Orbital ◽  
Bonding Interaction ◽  
Close Proximity

Here, we report an exquisite strategy that the B12 enzymes exploit to manipulate the reactivity of their radical intermediate (Adenosyl radical). Based on the quantum-mechanic calculations, these enzymes utilize a little known long-ranged through space quantum Coulombic effect (QCE). The QCE causes the radical to acquire an electronic structure that contradicts the Aufbau Principle: The singly-occupied molecular orbital (SOMO) is no longer the highest-occupied molecular orbital (HOMO) and the radical is unable to react with neighbouring substrates. The dynamic nature of the enzyme and its structure is expected to be such that the reactivity of the radical is not restored until it is moved into close proximity of the target substrate. We found that the hydrogen bonding interaction between the nearby conserved glutamate residue and the ribose ring of Adenosyl radical plays a crucial role in manipulating the orbital ordering

Radical Enzymes Control the Chemistry of Their Highly Reactive Intermediates Using the Quantum Coulombic Effect

2020 ◽  
Author(s):  
Hossein Khalilian ◽  
Gino A. DiLabio
Keyword(s):  
Hydrogen Bonding ◽  
Molecular Orbital ◽  
Reactive Intermediates ◽  
Hydrogen Bonding Interaction ◽  
Orbital Ordering ◽  
Dynamic Nature ◽  
Radical Intermediate ◽  
Highest Occupied Molecular Orbital ◽  
Bonding Interaction ◽  
Close Proximity

Here, we report an exquisite strategy that the B12 enzymes exploit to manipulate the reactivity of their radical intermediate (Adenosyl radical). Based on the quantum-mechanic calculations, these enzymes utilize a little known long-ranged through space quantum Coulombic effect (QCE). The QCE causes the radical to acquire an electronic structure that contradicts the Aufbau Principle: The singly-occupied molecular orbital (SOMO) is no longer the highest-occupied molecular orbital (HOMO) and the radical is unable to react with neighbouring substrates. The dynamic nature of the enzyme and its structure is expected to be such that the reactivity of the radical is not restored until it is moved into close proximity of the target substrate. We found that the hydrogen bonding interaction between the nearby conserved glutamate residue and the ribose ring of Adenosyl radical plays a crucial role in manipulating the orbital ordering

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