The conformational rivalry between the nonbonding electron pair and the proton on nitrogen

Lambert, Joseph B.; Keske, Robert G.; Carhart, Raymond E.; Jovanovich, Andrew P.

doi:10.1021/ja00991a014

Cited by 130 publications

(32 citation statements)

References 19 publications

(3 reference statements)

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“…Analysis of the results (Tables 2 and 4) reveals that the double layer capacitance values decrease with increase in inhibitor concentration indicating the strong adsorptive characteristics of inhibitors on the metal surface. The above observations are supported by the findings of several earlier authors [28][29][30].…”

Section: Ac Impedance Methodssupporting

confidence: 91%

Corrosion control of phenylthiourea polymers on aluminium in alkaline medium

Vasanthi¹,

Ravikumar²,

Arokiyaraj³

2008

Materials & Corrosion

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Simple phenylthiourea compounds are known for their high solubility in alkaline medium and for good corrosion control. The monomer N-(4-hydroxy-3-methoxybenzal)-N 0 -(4 0 -hydroxyphenyl) thiourea was condensed with pimeloylchloride and azeloylchloride through inter-facial polycondensation method to synthesize the polymers. The polymers were dissolved in 2 N sodium hydroxide and their corrosion controlling efficiency on aluminium was studied through AC impedance and potentiodynamic polarization methods.

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Section: Ac Impedance Methodssupporting

confidence: 91%

Corrosion control of phenylthiourea polymers on aluminium in alkaline medium

Vasanthi¹,

Ravikumar²,

Arokiyaraj³

2008

Materials & Corrosion

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“…Therefore, the molecule is in rapid ''conformational flux," however, never passing through the high-energy planar form. Compared to piperidine, which is ultimately in its chair conformation (the inversion barrier for N-methylpiperidine is 49.8 kJ mol À1 at À29°C [70]) and therefore requiring more space, the pyrrolidine analogue fulfills best the criteria for most dense packing in this series of compounds. As shown in Table 2, the chair conformation significantly lowers the packing ability of such compounds.…”

Section: The Effect Of Head Group In Quaternary Ammonium Salts On Surmentioning

confidence: 98%

Surface-active properties of nitrogen heterocyclic and dialkylamino derivates of hexadecylphosphocholine and cetyltrimethylammonium bromide

Lukáč¹,

Pisárčik²,

Lacko³

et al. 2010

Journal of Colloid and Interface Science

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“…spectroscopy (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12), n.m.r. spectroscopy (12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22), microwave spectroscopy (23), and dipole moment measurements (24-30) have been employed. The results of these studies have not been uniformlv consistent.…”

Section: Introductionmentioning

confidence: 99%

Conformational equilibria in some cyclic imines: NH and CH stretching vibrations and the axial lone pair

Krueger¹,

Jan²

1970

Can. J. Chem.

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The fundamental NH and CH stretching vibrations of a number of cyclic imines have been examined in dilute CCI, solution. A trat~s orientation of the N lone pair orbital and one or more hydrogen atoms on adjacent carbons lowers the relevant vo, ("Bohlmann" bands) and raises VNH, reflecting an increase in the s-character of the CH bond(s), consistent with a partial delocalization of the lone pair electrons into the CN bond. Conformations in which this interaction occurs are thermodynamically favored, and the AH values for the lone pair axial-equatorial equilibrium in piperidine, pyrrolidine, and indolene are estimated to be 0.4, 0.2, and 0.1 kcal/mole, respectively, in dilute CCI, solution.The effects of hetero ring size, N-substitution, a-methyl substitution, and the solvent environment are investigated.Canadian Journal o f Chemistry, 48,3236 (1970) Introduction Conformational problems which arise from different orientations of the nitrogen atom lone pair orbital in heterocyclic compounds (la) have received much attention in the case of sixmembered rings like piperidine or morpholine, and a variety of methods like i.r. spectroscopy (2-12), n.m.r. spectroscopy (12-22), microwave spectroscopy (23), and dipole moment measurements (24-30) have been employed. The results of these studies have not been uniformlv consistent.

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The conformational rivalry between the nonbonding electron pair and the proton on nitrogen

Cited by 130 publications

References 19 publications

Corrosion control of phenylthiourea polymers on aluminium in alkaline medium

Corrosion control of phenylthiourea polymers on aluminium in alkaline medium

Surface-active properties of nitrogen heterocyclic and dialkylamino derivates of hexadecylphosphocholine and cetyltrimethylammonium bromide

Conformational equilibria in some cyclic imines: NH and CH stretching vibrations and the axial lone pair

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