Dual Supermesityl Stabilization: A Room‐Temperature‐Stable 1,2,4‐Triphosphole Radical, Sigmatropic Hydrogen Rearrangements, and Tetraphospholide Anion | Zendy

Ionkin Alex S. | Zendy; Marshall William J. | Zendy; Fish Brian M. | Zendy; Marchione Alexander A. | Zendy; Howe Laurie A. | Zendy; Davidson Fredric | Zendy; McEwen Charles N. | Zendy

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Dual Supermesityl Stabilization: A Room‐Temperature‐Stable 1,2,4‐Triphosphole Radical, Sigmatropic Hydrogen Rearrangements, and Tetraphospholide Anion

Author(s) -

Ionkin Alex S.,

Marshall William J.,

Fish Brian M.,

Marchione Alexander A.,

Howe Laurie A.,

Davidson Fredric,

McEwen Charles N.

Publication year - 2008

Publication title -

european journal of inorganic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 1434-1948

DOI - 10.1002/ejic.200800265

Subject(s) - chemistry , sigmatropic reaction , caesium , ion , hydrogen bond , hydrogen , aromaticity , medicinal chemistry , inorganic chemistry , organic chemistry , molecule

Cesium 3,5‐bis(2,4,6‐tri‐ tert ‐butylphenyl)‐1,2,4‐triphospholide ( 12 ) and cesium 5‐(2,4,6‐tri‐ tert ‐butylphenyl)tetraphospholide ( 13 ) were synthesized and isolated with flat five‐membered rings, which are an indication of the aromaticity in these anions. Compound 13 is the first example of a stable tetraphospholide anion, which is structurally characterized. Kinetic stabilization of the 1,2,4‐triphospholide system by two supermesityl groups resulted in the detection of the room‐temperature‐stable radical 17 and the observation of a series of successive sigmatropic hydrogen shifts in the first stable 1 H ‐1,2,4‐triphosphole 14 with a P–H bond.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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