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In Vitro Directed Evolution of a Restriction Endonuclease with More Stringent Specificity
Published on: March 25, 2020
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Information conservation principle determines electrophilicity, nucleophilicity, and regioselectivity
Shubin Liu1, Chuying Rong, Tian Lu
1Research Computing Center, University of North Carolina , Chapel Hill, North Carolina 27599-3420, United States.
The Journal of Physical Chemistry. A
|May 3, 2014
Summary
This study introduces the Hirshfeld charge as a reliable descriptor for predicting electrophilic and nucleophilic reactions. It establishes a theoretical framework based on the Information Conservation Principle for understanding chemical reactivity.
Area of Science:
- Theoretical Chemistry
- Chemical Reactivity
Background:
- Electrophilic and nucleophilic reactions are fundamental chemical transformations.
- Atomic charges are intuitively expected to predict reactivity, but a robust theoretical framework is lacking.
Purpose of the Study:
- To establish a theoretical framework for predicting electrophilicity, nucleophilicity, and regioselectivity using atomic charges.
- To demonstrate the utility of the Hirshfeld charge in understanding chemical reactions.
Main Methods:
- Utilizing the Information Conservation Principle to derive theoretical justification.
- Correlating Hirshfeld charge distribution with experimental reactivity scales.
Main Results:
- The Hirshfeld charge is shown to be a reliable descriptor for electrophilicity and nucleophilicity.
- The Information Conservation Principle dictates preferred sites of attack and charge distribution.
- Strong correlations were observed between Hirshfeld charge and experimental electrophilicity/nucleophilicity scales.
Conclusions:
- The Hirshfeld charge provides a theoretically sound basis for understanding and predicting chemical reactivity.
- This framework unifies charge acceptance/donation concepts with quantitative reactivity predictions.
- The findings offer a new tool for computational chemistry and reaction design.
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