1H NMR and ultraviolet spectra of some 5,10-dihydrophenarsazines and related compounds. Evidence for dπ-pπ interaction in arsines and arsonium compounds

Earley, R. A.; Gallagher, M. J.

doi:10.1016/s0022-328x(00)80096-0

Journal of Organometallic Chemistry

1969

DOI: 10.1016/s0022-328x(00)80096-0

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1H NMR and ultraviolet spectra of some 5,10-dihydrophenarsazines and related compounds. Evidence for dπ-pπ interaction in arsines and arsonium compounds

R. A. Earley

M. J. Gallagher

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1970

1983

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Cited by 12 publications

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“…Chem., 38, 2226 (1973). (10) Since back-bonding In the Fp(olefin)"1" complexes may not be extensive, coordination at the 8,9 position of dicyclopentadiene could be due to stronger forward (olefin-metal) donation. Since the energy of tts.s is higher than that of ir3A, ir3,s would interact with relatively high energy empty metal orbitals to form a lower energy bonding MO.…”

mentioning

confidence: 99%

Interaction of diarylamines and arsenic trichloride

Freedman¹,

Styles²

1975

J. Org. Chem.

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Hydrogenation of Fp(vmylcyclohexene)+BF4~(9). Complex 9 (0.186 g, 0.50 mol), 10 mg of 5% Pd/C, and 5 ml of trifluoroacetic acid were stirred at 25°under 1 atm of hydrogen until gas uptake ceased (ca. 15 min). The catalyst was removed by filtration and the filtrate was added dropwise to 100 ml of ether. The NMR spectrum of the resulting yellow precipitate (0.140 g, 75%) was identical with that produced from the reaction of 1 with vinylcyclohexane:

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confidence: 99%

Interaction of diarylamines and arsenic trichloride

Freedman¹,

Styles²

1975

J. Org. Chem.

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Diazadien‐Eisen‐katalysierte Diels‐Alder‐Reaktionen von Dienen mit Alkinen

Dieck

Diercks

1983

Angewandte Chemie

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Diels‐Alder Reactions of Dienes with Alkynes Catalyzed by Diazadieneiron

Dieck

Diercks

1983

Angew. Chem. Int. Ed. Engl.

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change if it were allowed to react with ketones under conditions allowing participation of the s-trans-i~omer~~~.We have now treated (isoprene)zirconocene 9 with 3,3-dimethyl-2-butanone 13. The major product (= 80%) of the thermally induced reaction (benzene, 60°C, 2 h) is the oxazirconacycloheptene lob, which can be hydrolyzed to give alcohols l l b and 12b. Photolysis of 9 and 13 in toluene solution leads to competitive formation of both 10b and its isomer 10a. The amount of 10a increases as the temperature of the photolysis is lowered (Table 1). 10a is also formed as the major product (= 75%) in the thermally induced reaction of (s-trans-q4-isoprene)zirconocene 7 and 13 at -70°C. Upon hydrolysis, only 12a is obtained. (See Scheme 11.)

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1H NMR and ultraviolet spectra of some 5,10-dihydrophenarsazines and related compounds. Evidence for dπ-pπ interaction in arsines and arsonium compounds

Cited by 12 publications

References 39 publications

Interaction of diarylamines and arsenic trichloride

Interaction of diarylamines and arsenic trichloride

Diazadien‐Eisen‐katalysierte Diels‐Alder‐Reaktionen von Dienen mit Alkinen

Diels‐Alder Reactions of Dienes with Alkynes Catalyzed by Diazadieneiron

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