Control of Hydrogen Bond Strengths through Push-Pull Effects Triggered by a Remote Reaction Center: A Theoretical Study

Chemistry - A European Journal

Volumn 10, Issue 7, 2004, Pages 1616-1624

  Hwang, Tsong Song ^a   Juan, Ning ^a   Chen, Hsing Yin ^a   Chen, Cheng Chung ^a   Lo, Shih Jung ^a   Chao, Ito ^a  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

HOMO; Hydrogen bonds; Intramolecular charge transfer; LUMO; Supramolecular chemistry

Indexed keywords

BOND STRENGTH (CHEMICAL); CHARGE TRANSFER; SIGNALING;

INTRAMOLECULAR CHARGE TRANSFER (ICT); PROTONATIONS;

HYDROGEN BONDS;

PYRROLE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; ELECTRIC FIELD; HYDROGEN BOND; MOLECULE; PROTON TRANSPORT; STRENGTH; SUPRAMOLECULAR CHEMISTRY; THEORY;

AMMONIA; BINDING SITES; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; HYDROGEN BONDING; MODELS, CHEMICAL; MODELS, THEORETICAL; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; PYRROLES;

EID: 1842784781     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200305514     Document Type: Article

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39. 4-iminium.
40. The values are the differences in the Mulliken group charge of pyrrole between protonated and neutral three-component systems.
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42. 2) of 0.9983 is obtained if the four deviating data points are not included in the correlation.
43. H atoms were added (1.0 Å from the heavy atom along the original bond direction) to fulfill the valency requirement of pyrrole and the two-component system. In doing so, we avoided the spin-contamination problem of open-shell systems. This approximation appears to work well as evidenced by the reasonable results.
44. LUMO and ΔE.
45. n two-component systems.
46. Since we want to illustrate a general phenomenon with Figure 4, we have used optimized geometries of closed-shell molecules, rather than the geometry found in the protonated three-component system.
47. 4-H are reported.