Thermochemical investigations on arylethenes: II. Heats of combustion of some para and orthotolylethenes and phenylbutadienes

Coops, J.; Hoijtink, G. J.; Kramer, Th. J. E.; Faber, A. C.

doi:10.1002/recl.19530720907

Cited by 11 publications

(1 citation statement)

References 11 publications

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“…Value of T is equal 214 • C and value of T 2 is 152 • C respectively. The H value is equal −8475 kJ/mol [21]. The value of distribution coefficient calculated by this way is equal 0.137.…”

Section: The Distribution Coefficient Calculated By Thermodynamic Methodsmentioning

confidence: 99%

Distribution Coefficient of 1,4-diphenyl-1,3-butadiene in p-terphenyl Single Crystal and Its Influence on Scintillation Crystal Light Output

Galunov

Lazarev

Martynenko

et al. 2015

Molecular Crystals and Liquid Crystals

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The method of gas chromatography-mass spectrometry (GC-MS) was used to determine the amount of 1,4-diphenyl-1,3-butadiene(DFB) in p-terphenyl (PTP) crystal. We studied five p-terphenyl single-crystal boules with different initial DFB concentrations. Values of DFB concentration determined in different part of such the boule are presented. These data are used to estimate the values of distribution coefficient. The value of distribution coefficient which calculated experimentally was compared with theoretical calculated value. The effect of 1,4-diphenyl-1,3-butadiene concentration on light output was studied. The dependence of a number of useable fragments of the boule from initial amount of DPB was analyzed.

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Section: The Distribution Coefficient Calculated By Thermodynamic Methodsmentioning

confidence: 99%

Distribution Coefficient of 1,4-diphenyl-1,3-butadiene in p-terphenyl Single Crystal and Its Influence on Scintillation Crystal Light Output

Galunov

Lazarev

Martynenko

et al. 2015

Molecular Crystals and Liquid Crystals

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1,3‐Dipolar Cycloadditions of a 2‐Oxoethanenitrile Oxide Derived from (2R)‐Bornane‐10,2‐sultam to Electronically Modified 4,4′‐Disubstituted Stilbenes

Romański

Chapuis

Jurczak

2009

Helvetica Chimica Acta

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Thanks to its type-II dipole nature, we were able to demonstrate the higher reactivity of the SO 2 / C¼O syn-conformer for the uncatalyzed 1,3-dipolar cycloaddition of the 2-oxoethanenitrile oxide 2 derived from bornane-10,2-sultam to the symmetric 4,4'-disubstituted trans-stilbenes 3a -3i. The C(a)-si dipolarophile p y approach along the C¼O bond precludes the use of the steric rules formerly expressed for this pseudo-C 2 -symmetric auxiliary. The observed diastereoselectivity is related to the electronic nature of the dipolarophile and may be predicted on the basis of its s para Hammett constant. The absolute configuration was based on the X-ray structure analysis of cycloadduct (4S,5S)-4b, which exhibits an SO 2 / C¼O anti-conformation. Finally, the results obtained with cis-stilbene suggest a nonsynchronous mechanism.Introduction. -Resulting from dipole interactions, N-acyl-substituted (2R)-bornane-10,2-sultam derivatives adopt essentially, in the solid state, the thermodynamically more stable SO 2 /C¼O anti-periplanar conformation 2 ). More than a decade ago, we suggested that the syn-periplanar conformation could lead to a more reactive species in solution, and thus could eventually participate during the course of the reaction by displacing the anti/syn equilibrium 3 ) [8] [9]. This higher reactivity is believed to result from a better electronic alignment between the C¼O moiety and the N lone pair (lp), favoring delocalization on the sultam moiety through a generalized anomeric stabilization of the N lp by the anti-periplanar S¼O s* MO [2]. Indeed, we found that the DhN pyramidal height is directly correlated with the SÀNÀC¼O dihedral angle and reach local and global minima near ca. 170 and À 108, respectively [7] [8]. For syn-periplanar conformations, where the C¼O is bisecting the O¼S¼O angle, the SÀNÀC¼O torsion angle only varies from ca. À 19 to À 98 and the DhN decreases from 0.133 to 0.066 , respectively [7]. Alternatively, in the sterically less constrained anti-conformation, this parameter decreases from ca. 0.40 to 0.11 , for a dihedral angle comprised between ca. 120 and 1708, respectively [7] [8]. This widely

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Thermochemical investigations on arylethynes: I. Heats of combustion of some diarylethynes

Coops

Hoijtink

Kramer

et al. 1953

Recl. Trav. Chim. Pays‐Bas

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Thermochemical investigations on arylethenes: II. Heats of combustion of some para and orthotolylethenes and phenylbutadienes

Abstract: The preparation and purification of some para and orthotolylethenes and phenylbutadienes are described briefly. The results of the measurements of heats of combustion, listed in this paper, led to the following values for the enthalpies -AH,, referring to the reactions:at 25°C and 1 atm.

Cited by 11 publications

References 11 publications

Distribution Coefficient of 1,4-diphenyl-1,3-butadiene in p-terphenyl Single Crystal and Its Influence on Scintillation Crystal Light Output

Distribution Coefficient of 1,4-diphenyl-1,3-butadiene in p-terphenyl Single Crystal and Its Influence on Scintillation Crystal Light Output

1,3‐Dipolar Cycloadditions of a 2‐Oxoethanenitrile Oxide Derived from (2R)‐Bornane‐10,2‐sultam to Electronically Modified 4,4′‐Disubstituted Stilbenes

Thermochemical investigations on arylethynes: I. Heats of combustion of some diarylethynes

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