التفاصيل البيبلوغرافية
| العنوان: |
Predicting p K a Values of Quinols and Related Aromatic Compounds with Multiple OH Groups |
| المؤلفون: |
Mathieu Morency (9005594), Sébastien Néron (11530639), Radu Iftimie (1289070), James D. Wuest (1433515) |
| سنة النشر: |
1753 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biophysics, Biochemistry, Pharmacology, Evolutionary Biology, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Information Systems not elsewhere classified, straightforward method based, multiple oh groups, intramolecular hydrogen bonds, also promising replacements, experimental data vary, related compounds differ, related aromatic compounds, select proper p, related compounds, experimental p, various conditions, therefore developed, predicting p, linear relationship, k <, experimental values, deprotonated forms, complex structures, calculated differences, active agents, accuracy makes, >< sub, |
| الوصف: |
Quinonoid compounds play central roles as redox-active agents in photosynthesis and respiration and are also promising replacements for inorganic materials currently used in batteries. To design new quinonoid compounds and predict their state of protonation and redox behavior under various conditions, their p K a values must be known. Methods that can predict the p K a values of simple phenols cannot reliably handle complex analogues in which multiple OH groups are present and may form intramolecular hydrogen bonds. We have therefore developed a straightforward method based on a linear relationship between experimental p K a values and calculated differences in energy between quinols and their deprotonated forms. Simple adjustments allow reliable predictions of p K a values when intramolecular hydrogen bonds are present. Our approach has been validated by showing that predicted and experimental values for over 100 quinols and related compounds differ by an average of only 0.3 units. This accuracy makes it possible to select proper p K a values when experimental data vary, predict the acidity of quinols and related compounds before they are made, and determine the sites and orders of deprotonation in complex structures with multiple OH groups. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Predicting_p_i_K_i_sub_a_sub_Values_of_Quinols_and_Related_Aromatic_Compounds_with_Multiple_OH_Groups/16755271 |
| DOI: |
10.1021/acs.joc.1c01279.s001 |
| الاتاحة: |
https://doi.org/10.1021/acs.joc.1c01279.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.16398AB9 |
| قاعدة البيانات: |
BASE |