ArticleAngewandte Chemie (International ed. in English)2020
Reconciling Electrostatic and n→π* Orbital Contributions in Carbonyl Interactions.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 45 citations in OpenAlex.
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- Aromatic-Carbonyl Interactions as an Emerging Type of Non-Covalent Interactions.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Probing Non-Covalent Interactions through Molecular Balances: A REG-IQA Study.Molecules (Basel, Switzerland) · 2024Article
- Context-Dependent Significance of London Dispersion.Accounts of chemical research · 2023Article
- A molecular descriptor of intramolecular noncovalent interaction for regulating optoelectronic properties of organic semiconductors.Nature communications · 2023Article
- Association Complexes of Calix[6]arenes with Amino Acids Explained by Energy-Partitioning Methods.Molecules (Basel, Switzerland) · 2022Article
- Dissecting Solvent Effects on Hydrogen Bonding.Angewandte Chemie (International ed. in English) · 2022Article
- Enabling three-dimensional porous architectures via carbonyl functionalization and molecular-specific organic-SERS platforms.Nature communications · 2021Article
- Dipolar repulsion in α-halocarbonyl compounds revisited.Physical chemistry chemical physics : PCCP · 2021Article
- Physical organic studies and dynamic covalent chemistry of picolyl heterocyclic amino aminals.RSC advances · 2020Article
- Application of a Distance-Dependent Sigmoidal Dielectric Constant to the REMC/SAAP3D Simulations of Chignolin, Trp-Cage, and the G10q Mutant.The protein journal · 2020Article
- Quantifying Through-Space Substituent Effects.Angewandte Chemie (International ed. in English) · 2020Article
- Reconciling Electrostatic and n→π* Orbital Contributions in Carbonyl Interactions.Angewandte Chemie (International ed. in English) · 2020Article
- Polarity effects in 4-fluoro- and 4-(trifluoromethyl)prolines.Beilstein journal of organic chemistry · 2020Article
Corrections and comments
- Erratum issued
Authors and funding
9 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Interactions between carbonyl groups are prevalent in protein structures. Earlier investigations identified dominant electrostatic dipolar interactions, while others implicated lone pair n→π* orbital delocalisation. Here these observations are reconciled. A combined experimental and computational approach confirmed the dominance of electrostatic interactions in a new series of synthetic molecular balances, while also highlighting the distance-dependent observation of inductive polarisation manifested by n→π* orbital delocalisation. Computational fiSAPT energy decomposition and natural bonding orbital analyses correlated with experimental data to reveal the contexts in which short-range inductive polarisation augment electrostatic dipolar interactions. Thus, we provide a framework for reconciling the context dependency of the dominance of electrostatic interactions and the occurrence of n→π* orbital delocalisation in C=O⋅⋅⋅C=O interactions.
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