Structural studies of organoboron compounds. LV. N,N′-Di-tert-butyl-N,N′- dihydroxypropane-1,3-diamine(O-B)ethoxydiphenylborane and N1,N2-di-tert-butyl-N1,N2-dihydroxy-1-phenylpropane-1,3-diamine(N2-O-B)hydroxydiphenylborane

Kliegel, Wolfgang; Lubkowitz, Gottfried; Rettig, Steven J.; Trotter, James

doi:10.1139/v92-256

Cited by 6 publications

(1 citation statement)

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“…Structures of N-protonated hydroxylamines have been reported previously. These include protonated N , N -diethylhydroxylamine and a series of organoboron compounds in which the hydroxylamine oxygen is bound to boron . Structures containing reduced TEMPO have also been reported previously.…”

Section: Resultsmentioning

confidence: 76%

Iron-Mediated Cleavage of Coordinated 1,1,1,5,5,5-Hexafluoropentane-2,4-dione by the 2,2,6,6-Tetramethylpiperidine-1-oxyl Nitroxyl Radical

Ahlers

Dickman

1998

Inorg. Chem.

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The nitroxyl radical 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) reacts with diaquobis(hfac)iron(II) (hfac = 1,1,1,5,5,5-hexafluoropentane-2,4-dionato) in organic solvents to form the salt 2,2,6,6-tetramethylpiperidinium trifluoroacetate (1) as a major product. Crystals of 1 contain hydrogen-bonded dimers. At 123 K, 1 is monoclinic, C2/c, with a = 19.9528(12) Å, b = 8.4100(5) Å, c = 15.6966(9) Å, β = 91.4600(10)°, and Z = 8. Refinement with 3092 reflections gave R 1 = 0.063. From the reaction in hexane or heptane, crystals of the iron complex salt 2,2,6,6-tetramethylpiperidinium (bis(hfac-O,O‘)(2,2,6,6-tetramethylpiperidinium-1-oxo-O)ferrate(III))(μ-oxo)(bis(hfac-O,O‘)(formato-O)ferrate(III)) (2) were also obtained. Crystals of 2 at 173 K are monoclinic, P21/n, with a = 19.60790(10) Å, b = 12.4155(2) Å, c = 22.4199(4) Å, β = 90.9380(10)°, and Z = 4. Refinement with 12 993 reflections gave R 1 = 0.065. The μ-oxo iron dimer has an Fe−O−Fe angle of 146.28(14)° with asymmetric Fe−O distances of 1.802(2) and 1.783(2) Å. TEMPO reduced to the hydroxylamine is coordinated to iron through oxygen. The nitrogen is protonated, forming an apparent hydrogen bond to the μ-oxo group.

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Section: Resultsmentioning

confidence: 76%

Iron-Mediated Cleavage of Coordinated 1,1,1,5,5,5-Hexafluoropentane-2,4-dione by the 2,2,6,6-Tetramethylpiperidine-1-oxyl Nitroxyl Radical

Ahlers

Dickman

1998

Inorg. Chem.

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ChemInform Abstract: Structural Studies of Organoboron Compounds. Part 55. N,N′‐Di‐tert‐ butyl‐N,N′‐dihydroxypropane‐1,3‐diamine(O‐B)ethoxydiphenylborane (I) and N1,N2‐di‐tert‐butyl‐N1,N2‐dihydroxy‐1‐phenylpropane‐1,3‐diamine(N2‐ O‐B)hydroxydiphenylborane

et al. 1993

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Synthesis and characterization of boronates derived from non-symmetric amino-bis-phenols

Abreu

Alas

Beltrán

et al. 2006

Journal of Organometallic Chemistry

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Structural studies of organoboron compounds. LV. N,N′-Di-tert-butyl-N,N′- dihydroxypropane-1,3-diamine(O-B)ethoxydiphenylborane and N¹,N²-di-tert-butyl-N¹,N²-dihydroxy-1-phenylpropane-1,3-diamine(N²-O-B)hydroxydiphenylborane

Abstract: The 1,3-propanediamine derivatives N,N1-di-tert-butyl-N,N1-dihydroxy-1 ,3-propanediamine and N,N1-di-tert-butyl-N,N1-dihydroxy-1-phenyl-1 ,3-propanediamine have been prepared and reacted with oxybis(dipheny1borane) to yield, respectively, the crystalline organoboron

Cited by 6 publications

References 2 publications

Iron-Mediated Cleavage of Coordinated 1,1,1,5,5,5-Hexafluoropentane-2,4-dione by the 2,2,6,6-Tetramethylpiperidine-1-oxyl Nitroxyl Radical

Iron-Mediated Cleavage of Coordinated 1,1,1,5,5,5-Hexafluoropentane-2,4-dione by the 2,2,6,6-Tetramethylpiperidine-1-oxyl Nitroxyl Radical

ChemInform Abstract: Structural Studies of Organoboron Compounds. Part 55. N,N′‐Di‐tert‐ butyl‐N,N′‐dihydroxypropane‐1,3‐diamine(O‐B)ethoxydiphenylborane (I) and N1,N2‐di‐tert‐butyl‐N1,N2‐dihydroxy‐1‐phenylpropane‐1,3‐diamine(N2‐ O‐B)hydroxydiphenylborane

Synthesis and characterization of boronates derived from non-symmetric amino-bis-phenols

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