Applications of photoelectron spectroscopy.  41.  Photoelectron spectra of phosphabenzene, arsabenzene, and stibabenzene

Batich, Christopher D.; Heilbronner, E.; Hornung, Volker; Ashe, Arthur J.; Clark, D. T.; Cobley, U. T.; Kilcast, D.; Scanlan, Ian W.

doi:10.1021/ja00784a054

Cited by 143 publications

(51 citation statements)

References 4 publications

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“…The energy of molecular orbitals in phosphinine-ether macrocycles are raised with respect to phosphinine, that is in agreement with previous calculations and photoelectron spectra of substituted phosphabenzene and triphosphabenzene [15,17,18,35]. Table 7 HOMO and LUMO energies and HOMO-LUMO gaps calculated with PM3 and MNDO/d methods in comparison with 2,6-bistrimethylsilil phosphinine (eV) [40,41].…”

Section: Electronic Structuresupporting

confidence: 87%

“…Even if crown ethers and phosphine-ether macrocycles display interesting coordinative behavior towards metals or neutral molecules, due to optical isomerism of phosphorus atoms they posses many practical problems [5][6][7][8][9][10][11][12][13]. The aromatic character of phosphinine was demonstrated earlier by structural and magnetic criteria and also by spectral investigation [14][15][16][17][18]. The exploration of coordinative abilities of phosphinine showed that η 1 coordination is preferred with low oxidation state metals, whereas π-complexes may be obtained with different metallic species [19][20][21][22][23][24][25][26][27].…”

Section: Introductionmentioning

confidence: 99%

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Aromatic λ3 heterocycles XIV. Fosfinine-ether macrocyclesheterocycles XIV. Fosfinine-ether macrocycles

Pacureanu

Mracec

2005

Open Chemistry

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The geometry and electronic structure of several phosphinine-ether macrocycles were investigated at semiempirical level. The calculated geometries are in good agreement with experimental data. Compared to phosphinine, the coordinative abilities of phosphinineether macrocycles based on energy considerations suggest a little lowered π acceptor character, while π donor character is improved. The molecular environment causes a significant mixing of phosphinine and phenyl substituent π levels. The geometry and electronic properties of phosphinine-ether macrocycles can provide significant host coordination properties for guest species.

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Section: Electronic Structuresupporting

confidence: 87%

Section: Introductionmentioning

confidence: 99%

Aromatic λ3 heterocycles XIV. Fosfinine-ether macrocyclesheterocycles XIV. Fosfinine-ether macrocycles

Pacureanu

Mracec

2005

Open Chemistry

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“…Photoelektronenspektroskopi sche Ergebnisse sprechen für eine beträchtliche Wechselwirkung zwischen diesen beiden Orbitalen [9,10]. Die für die symmetrische K om bination ag((j"+) = 1/V 2 (nt + n4) bestimmte vertikale Ioni sierungsenergie von 8,9 eV [10] liegt niedriger als der für die "lone pair"-Ionisierung des Phosphinins gefundene W ert von 9,8-10,0 eV [18] und somit näher an dem Ionisierungspotential des HOM O s von Bis(^/6-benzol)vanadium, IP = 6,10 V (alg, dom inant V 3 d_2) [19]. Die Bis(benzol)vanadiums (9) wurde ein Inkrement von -4 0 m V /CH 3-Gruppe hergeleitet [20].…”

Section: Ep R-spektroskopieunclassified

Metallkomplexe von Heteroarenen, VII: Bis(2,3,5,6-tetramethyl-η⁶-pyrazin)vanadium, der erste Bis(aren)metall-Komplex mit vier N-Atomen in der Koordinationssphäre / Metal Complexes of Heteroarenes, VII: Bis(2,3,5,6-tetramethyl-η⁶-pyrazine)vanadium, the First Bis(arene)metal Complex with Four N Atoms in the Coordination Sphere

Nowotny

Elschenbroich

Behrendt

et al. 1993

Zeitschrift Für Naturforschung B

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“…ESR experiments and redox reactions evidence a stepwise reduction via the paramagnetic monoanion ( 4 7 ) to the diamagnetic dianion (48)[9! Ready formation of anions (47) and (48) is in accord with the lower half-wave reduction potentials of phosphabenzenes relative to pyridine.…”

mentioning

confidence: 99%

New Element‐Carbon (p‐p)π Bonds

Jutzi

1975

Angew. Chem. Int. Ed. Engl.

205

104

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Recent years have seen the preparation of π systems containing novel (p‐p)π bonds between carbon and elements from the third, fourth, and fifth Main Groups of the Periodic Table; most of these compounds are predicted to be incapable of existence according to the classical concepts of the double bond. (p‐p)π. Bonds between carbon and phosphorus, arsenic, and antimony have been successfully stabilized in resonance‐stabilized colored compounds of the cyanine and triphenylmethane type, and also in aromatic systems deriving from benzene, naphthalene, and anthracene. Bismuth‐carbon and boron‐carbon (p‐p)π bonds have likewise been confirmed in aromatic systems. Silicon‐carbon and germanium‐carbon (p‐p)π bonds have been detected in extremely reactive derivatives of silaethylene and germaethylene, respectively. The present report describes characteristic reactions of the new π systems. Their bonding follows from X‐ray structure analysis, from photoelectron, UV, and NMR spectra, and from calculations. Criteria for the existence of π systems which are not allowed by the classical double bond rule are discussed; these criteria remain valid on generalization.

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Applications of photoelectron spectroscopy. 41. Photoelectron spectra of phosphabenzene, arsabenzene, and stibabenzene

Cited by 143 publications

References 4 publications

Aromatic λ3 heterocycles XIV. Fosfinine-ether macrocyclesheterocycles XIV. Fosfinine-ether macrocycles

Aromatic λ3 heterocycles XIV. Fosfinine-ether macrocyclesheterocycles XIV. Fosfinine-ether macrocycles

New Element‐Carbon (p‐p)π Bonds

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