Cyclisierung von Amidoximen mit Oxybis(diphenylboran) / Cyclization of Amidoximes with Oxybis(diphenylborane)

Möhrle, H.; Bluhme-Hensen, Karin; Middelhauve, B.; Mootz, D.; Wunderlich, H.

doi:10.1515/znb-1991-0914

Cited by 5 publications

(5 citation statements)

References 4 publications

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“…Our geometry differs from his by δ a = 1.3 pm and 1°. Our MP2 structure agrees more closely with that of Möhrle et al with δ a = 0.7 pm and 0.8° for ring parameters. In each case, the largest differences are an O−N bond longer by ≈2 pm and a corresponding ∠234 larger by ≈2° than the unsubstituted MP2 structure.…”

Section: Equilibrium Geometriessupporting

confidence: 91%

“…Selected experimental lines have previously been assigned for some BN heterocycles. The results (in cm -1 ) are ν(N−H), 3240−3450; ,,,,, ν(C−H), 3045; ν(B−H), 2542−2656; ,,− ν(CN), 1599−1650; ,− , ν(B−N), 1340−1400; , and ν(N−O), 920 . The X−H stretch frequencies are about 5% higher than the MP2 values, as expected.…”

Section: Harmonic Vibrational Frequenciessupporting

confidence: 68%

“…X-ray structures have been reported for 4-methyl-2-phenyl- 76 by Raper 23 and for 2-phenyl-4-(4-methylphenyl)- 76 by Möhrle et al In each case the heterocycle is nearly planar. Raper 23 reported rather large estimated errors of 1 pm and ≈0.7°.…”

Section: Equilibrium Geometriesmentioning

confidence: 97%

“…Ten have been made with ring substituents: 19 , 42 , 46 , 53 , 56 , 59 , 63 , 76 , 85 , 87 , and two others with a fused ring: 22 16 and 26 . Experimental X-ray structures are available for five of the 12, 19 , , 42 , 46 , ,, 56 , and 76 , , but there is gas-phase electron diffraction data in only one case, 56 ,− Infrared, and occasionally Raman, data have been reported for 19 , , 22 , − 26 , 46 , , 53 , 59 , 63 , and 76 . ,, Dipole moments have been measured only for variants of 19 .…”

Section: Introductionmentioning

confidence: 99%

“…Experimental X-ray structures are available for five of the 12, 19 , , 42 , 46 , ,, 56 , and 76 , , but there is gas-phase electron diffraction data in only one case, 56 ,− Infrared, and occasionally Raman, data have been reported for 19 , , 22 , − 26 , 46 , , 53 , 59 , 63 , and 76 . ,, Dipole moments have been measured only for variants of 19 . No experimental polarizabilities are available for these molecules, even in substituted form.…”

Section: Introductionmentioning

confidence: 99%

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Structures, Vibrational Frequencies and Polarizabilities of Diazaborinines, Triazadiborinines, Azaboroles, and Oxazaboroles

Doerksen

Thakkar

1999

J. Phys. Chem. A

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Ab initio, second-order, Møller−Plesset perturbation theory calculations of the equilibrium geometries, harmonic vibrational frequencies, relative stabilities, dipole moments, and static dipole polarizabilities are reported for 70 different 6π-electron monocycles containing boron and nitrogen. These include 26 azaborinines isosteric to pyridine, 16 azaboroles, and 28 oxazaboroles. The most stable isomers have the substructure XBHNH, where X = N, NH, or O is the base-ring heteroatom. Planar conformations are stable minima for all but 15 five-membered rings. Lower level calculations are unreliable in predicting which molecules are planar. Good agreement is found with the available electron diffraction and X-ray structures of substituted rings. Additive atom and bond polarizability models which are accurate to within a few percent are constructed for a larger set of 104 planar molecules, including azines, azoles, oxazoles, and azaborinines isosteric to benzene. The presence of boron causes scatter of the polarizabilities of isomers; hence the additive models of polarizability are less accurate than if only heterocycles containing C, N, and O are included.

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Section: Equilibrium Geometriessupporting

confidence: 91%