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Syntheis and Crystal Structure of , a Compound having a Cyclopentadienyl Proton with a Chemical Shift of δ 1.91 p. p. m.

DOI: 10.1039/DT9880002491

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 2491 - 2494 (1988)

Update date:2022-08-02

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Authors:

Slawin, Alexandra M. Z.Slawin, Alexandra M. Z.

Williams, David J.Williams, David J.

Crosby, JohnCrosby, John

Ramsden, James A.Ramsden, James A.

White, ColinWhite, Colin

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Article abstract of DOI:10.1039/DT9880002491

The room-temperature 1H n. m. r. spectrum of (1) in <2H8>toluene contains a cyclopentadienyl resonance at δ 2.29; upon cooling to -60 deg C this moves to δ 1.91.This high-field chemical shift is ascribed to the shielding effect of the aromatic ring current of a phenyl ring of the PPh3 ligand.The X-ray crystal structure of (1) is reported; the crystals are orthorhombic, space group Pc21n with a = 10.161(2), b = 15.735(3), c = 19.256(5) Angstroem, and Z = 4.The structure was solved via the heavy-atom method and refined to R = 0.028 using 2137 independent reflections.Reaction of compound (1) with trimethyl phosphite gives (2) and with AgBF4 and (+)-PhCH(Me)NH2 yields the diastereoisomers of (3).

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Product name:2-(2'-diphenylphosphinoethyl)cyclopenta-1,3-diene

Cas No:70583-52-7

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