A conformational study of a biologically active conjugated <i>syn</i>‐oxime

Venanzi, Thomas J.; Venanzi, Carol A.

doi:10.1002/jcc.540090109

Cited by 6 publications

(6 citation statements)

References 20 publications

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“…This implies that the addition of polarization functions to the basis set in the DFT method improves the accuracy of the N-O bond length. Similar trends have been found for the related compounds, formaldoxime 14 and acetamidoxime, 22 in the HF-SCF level. The addition of polarization functions to the atomic basis sets shortens the N-O bond and at the same time the unpolarized basis sets lengthen the same bond.…”

Section: Resultssupporting

confidence: 82%

Molecular Structures and Rotational Potential Energy Surfaces of E and Z Geometrical Isomers of Propionaldehyde Oxime: ab Initio and DFT Studies

et al. 1997

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Molecular structure and conformational stability of E and Z geometrical isomers of propionaldehyde oxime (C(1)H3C(2)H2C(3)HNOH) have been studied by using the ab initio and DFT methods. The molecular geometries were optimized by employing the atomic basis sets 6-31G* at the HF-SCF and MP2 levels of theory in the ab initio method. The basis sets 6-31G and 6-31G* are used in the BLYP method of DFT to optimize the molecule. The optimized structural parameters of the above methods are discussed in the light of the electron diffraction results of the molecule. The variations in CN bond length, C1C2C3 and C2C3N angles of the sp and ac conformers of E isomer and of the ap conformer of Z isomer have been discussed in terms of nonbonding interactions of CH3 and NOH groups. The rotational potential energy surfaces of E and Z isomers were obtained for the C2−C3 rotational angle of propionaldehyde oxime at HF/6-31G*, MP2/6-31G*, and BLYP/6-31G* levels of theory. The global minimum occurs at φ(CCCN) = 120° and φ = 0° for the ac and sp conformations of the E isomer and φ = 180° for the Z isomer. The ac form is found to be more stable than the sp form by 0.16 kcal/mol in HF/6-31G* level of theory; this difference agrees very well with the experimental value of 0.15 kcal/mol. The rotational potential curve of Z form shows that it has large-amplitude motion. The chemical hardness values obtained for the different conformers of the two isomers are in disagreement with the statement that the higher stable conformation has higher chemical hardness, but the trend obeys the general trend of oxime molecules. The Fourier decompositions of the rotational potential of the propionaldehyde oxime are analyzed.

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Section: Resultssupporting

confidence: 82%

Molecular Structures and Rotational Potential Energy Surfaces of E and Z Geometrical Isomers of Propionaldehyde Oxime: ab Initio and DFT Studies

et al. 1997

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“…Analogs of perillartine are reported to be responsible for both the sweet and bitter taste in humans. 1,2 Aldoximes are considered as prototype molecules for the general imine system R 1 R 2 C=NX and are found to be important substrates in stereoselective carbon-carbon bond forming reactions. 3 The simplest member of this family, formaldoxime (H 2 C=NOH), is the only aldoxime with two identical substituents at the carbon atom and it does not show E-Z isomerism.…”

Section: Introductionmentioning

confidence: 99%

“…At the RHF/DZ and DFT(B3LYP)/6-31G* levels, the calculated energy of the E form was lower than that of the Z isomer by 2.5 and 1.7 kJ mol À1 , respectively, while the RHF/6-31G* and MP2/6-31G* calculations predicted the Z form as being slightly more stable (by 0.9 and 0.2 kJ mol À1 , respectively). Both E and Z isomers have been observed experimentally, by means of gas phase 1 H NMR spectroscopy, 8 for the compound in the vapour phase over the neat liquid. By integration of the signals due to OH protons, the relative population of the E isomer has been established as 40%.…”

Section: Introductionmentioning

confidence: 99%

Matrix isolation FTIR and molecular orbital study of E and Z acetaldoxime monomersElectronic supplementary information (ESI) available: Internal coordinates for the Z and E isomers, calculated barriers for the rotation of methyl groups and the relative energies of the relevant stationary points for acetaldoxime. See http://www.rsc.org/suppdata/cp/b2/b203240f/

Andrzejewska

Lapiński

Reva

et al. 2002

Phys. Chem. Chem. Phys.

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The molecular structures and vibrational spectra of the monomers of the Z and E acetaldoxime isomers were investigated by ab initio MP2/6-311++G** and DFT (B3LYP)/6-311++G** calculations. Experimentally, acetaldoxime was studied using FTIR spectroscopy combined with the technique of isolation in low temperature argon matrixes. Significant dependence of the ratio of E and Z isomers in the matrix on the method of sample preparation was observed. Matrixes with high predominance of the Z form were deposited, as well as such with dominating E form or with both forms in nearly the same amount. That allowed separation of the infrared spectra of both isomers. An assignment of the vibrational spectra of the two isomeric forms was based on comparison with the spectra theoretically calculated at the DFT and MP2 levels. The vibrational data were correlated with some important structural parameters, in particular the different methyl torsional barriers present in the two isomers.

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“…President Nixon believed that the anti-war activists not only influenced the public and policy makers but also profoundly affected the morale and discipline of the forces. 50 Not only does journalism have the power to affect the morale of the military forces, but it also provides power in the hands of operational commanders in the form of real time intelligence. In OIF LtGen James T. Conway, the commander at I Marine Expeditionary Force headquarters, was able to watch live coverage of an infantry battalion's unimpeded movement in Baghdad with only the apparent presence of friendly Iraqi civilians.…”

Section: Media Images Of Starving Children Prompted American Intervenmentioning

confidence: 99%

The Audiences of the Military-Media Stage: An Operational Commander's Role

Iverson¹

2006

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Public reporting burden for this collection of information is estimated to average 1 hour per response, including the time for reviewing instructions, searching existing data sources, gathering and maintaining the data needed, and completing and reviewing this collection of information. Send comments regarding this burden estimate or any other aspect of this collection of information, including suggestions for reducing this burden to Department of Defense, Washington Headquarters Services, Directorate for Information Operations and Reports (0704-0188), 1215 Jefferson Davis Highway, Suite 1204, Arlington, VA 22202-4302. Respondents should be aware that notwithstanding any other provision of law, no person shall be subject to any penalty for failing to comply with a collection of information if it does not display a currently valid OMB control number. PLEASE DO NOT RETURN YOUR FORM TO THE ABOVE ADDRESS. (16-05-2006) REPORT DATE (DD-MM-YYYY) SPONSORING/MONITORING AGENCY NAME(S) AND ADDRESS(ES) 10. SPONSOR/MONITOR'S ACRONYM(S) SPONSOR/MONITOR'S REPORT NUMBER(S) DISTRIBUTION / AVAILABILITY STATEMENTDistribution Statement A: Approved for public release; Distribution is unlimited.13. SUPPLEMENTARY NOTES A paper submitted to the faculty of the NWC in partial satisfaction of the requirements of the JMO Department. The contents of this paper reflect my own personal views and are not necessarily endorsed by the NWC or the Department of the Navy. ABSTRACTThe military-media relationship historically has been far from endearing and has varied drastically through American history as astonishing advances in technology have occurred. Shunning or avoiding journalists as practiced by certain military commanders in America's past was counterproductive. The effective operational commander must recognize the impact and influence of the media on selected audiences (the political leadership, the American people, the military forces, the enemy and the international community) and must seek to optimize the military-media relationship and the communication of the desired message to these audiences while balancing the risk. The gradual abandonment of the containment and strict censorship of the media and the movement toward increased embedding has yielded large dividends in the military-media relationship. Likewise commanders have been increasingly satisfied with the message generated by the media as they report in the midst of their units. Operational commanders must capitalize on this momentum and lean forward to further advance the relationship and thereby enhance the desired communication. SUBJECT TERMSMilitary-Media Relationship; audiences, operational commander, war ii AbstractThe military-media relationship historically has been far from endearing and has varied drastically through American history as astonishing advances in technology have occurred. Shunning or avoiding journalists as practiced by certain military commanders in America's past was counterproductive. The effective operational commander must recognize the impact ...

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A conformational study of a biologically active conjugated syn‐oxime

Cited by 6 publications

References 20 publications

Molecular Structures and Rotational Potential Energy Surfaces of E and Z Geometrical Isomers of Propionaldehyde Oxime: ab Initio and DFT Studies

Molecular Structures and Rotational Potential Energy Surfaces of E and Z Geometrical Isomers of Propionaldehyde Oxime: ab Initio and DFT Studies

The Audiences of the Military-Media Stage: An Operational Commander's Role

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