1980
DOI: 10.1002/ange.19800921028
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Doppelcycloaddition zu einem tricyclischen Diphosphoran

Abstract: Die geordnete Zusammenlagerung von vier acyclischen Molekülen wird bei der Reaktion von (1) mit p‐Nitrobenzaldehyd (2) zum Tricyclus (3) beobachtet. (3) wurde durch Röntgen‐Strukturanalyse charakterisiert.

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Cited by 10 publications
(4 citation statements)
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“…We also obtained adducts with CO 2 and CS 2 [67], isocyanates [68], isothiocyanates [69], ketenes [70], iminophosphines and iminophosphoranes [71], epoxides [72], nitrones, nitrile oxides, and nitrile imines [73,74]. A one-pot combination of the two mentioned types of cycloaddition was found in the reaction of the methyleneaminophosphite (MeO) 2 P-N‫ס‬CPh 2 with p-nitrobenzaldehyde [75]; four acyclic molecules combine to form the tricyclic structure 23.…”
Section: Alfred Schmidpetermentioning
confidence: 93%
“…We also obtained adducts with CO 2 and CS 2 [67], isocyanates [68], isothiocyanates [69], ketenes [70], iminophosphines and iminophosphoranes [71], epoxides [72], nitrones, nitrile oxides, and nitrile imines [73,74]. A one-pot combination of the two mentioned types of cycloaddition was found in the reaction of the methyleneaminophosphite (MeO) 2 P-N‫ס‬CPh 2 with p-nitrobenzaldehyde [75]; four acyclic molecules combine to form the tricyclic structure 23.…”
Section: Alfred Schmidpetermentioning
confidence: 93%
“…The W-CH2P bond length of 2.305 (7) Á is indicative of a tungsten-carbon single bond. The associated W-C-P angle of 126.4 (4)°i s similar to the large M-C-C angles (120-130°) found in metal alkyl complexes.23b In the W(=CCMe3)-(=CHCMe3)(CH2CMe3)(dmpe) molecule24•25 the WVI-CH2CMe3 bond length is 2.258 (8) Á and the associated W-C-C angle is 124.5 (7)°.…”
Section: Description Of the Structurementioning
confidence: 99%
“…(See especially Phosphorus-carbon linkages within three PMe3 ligands are normal, ranging from 1.806 (10) to 1.868 (8) Á and averaging 1.824 [19] Á. Contrasting significantly with this are the phosphorus-carbon distances within the phosphonium ylide moiety, ranging from 1.748 (7) to 1.782 (9) Á and averaging 1.772 [16] Á. Furthermore, the P(4)-C(4) linkage is the shortest of these, accounting for the diminished inductive trans effect of the alkyl ligand.…”
Section: Description Of the Structurementioning
confidence: 99%
“…Carbonsaureimid-chloriden an. Aufgrund der dort gesammelten Erfahrung durfte man erwarten, dafi auch die Acylierung mit einem Thiophosphorylchlorid 6 das Tetrazol labilisiert, so dal3 es leicht zur Eliminierung von Stickstoff Im Einklang mit dem skizzierten Reaktionsweg hangen sowohl die riotige Reaktionstemperatur, wie auch die fur11 erzielte Ausbeute von den Substituenten am Phosphor ab. Der geschwindigkeitsbestimmende Schritt auf diesem Weg durfte (wie bei anderen Tetrazol-Acylierungen auch14) die Stickstoffabspaltung aus dem 2-Thiophosphoryl-tetrazol 8 sein.…”
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