Photoreactions of nitroso compounds in solution—XXVIII

Tam, J. N. S.; Mojelsky, Thomas W.; Hanaya, Kaoru; Chow, Yuan L.

doi:10.1016/0040-4020(75)80136-0

Cited by 11 publications

(5 citation statements)

References 14 publications

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“…The above results suggested that reaction of dimers 7 or 11 with small unsaturated molecules should be a facile process, resulting in the formation of monomeric complexes or insertion derivatives. In any event, reaction of 7 with tert -butyl isocyanide in CHCl 3 at 23 °C led to the formation of the known imidate 18 (Scheme ). This imidate is undoubtedly formed by dissociation of 7 by the isocyanide, followed by insertion and reductive elimination.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Structure of New Oxapalladacycles with a Pd−O Bond

et al. 2001

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Reaction of the arylpalladium complex [Pd(2-C 6 H 4 CH 2 OSi-t-BuMe 2 )(PPh 3 ) 2 I] (9) with n-Bu 4 -NF gave the oxapalladacycle dimer [Pd(2-C 6 H 4 CH 2 O)I(PPh 3 )] 2 (7). Similarly, [Pd(2-C 6 H 4 -CH 2 O)I(AsPh 3 )] 2 (11) was obtained by reaction of the arylpalladium complex [Pd(2-C 6 H 4 CH 2 OSi-t-BuMe 2 )(AsPh 3 ) 2 I] (10) with n-Bu 4 NF. The structure of dimer 7 was confirmed by single-crystal X-ray diffraction. Reaction of 7 or 11 with the bidentate ligands 1,1′-bis-(diphenylphosphino)ferrocene and 1,10-phenanthroline gave the monomeric oxapalladacycle complexes 16 and 17. Complex 7 inserts tert) with Ag 2 CO 3 or Cs 2 CO 3 /AgBF 4 afforded the tetrameric complex [Pd(2-C 6 H 4 CO 2 )(PPh 3 )] 4 (22), whose structure was confirmed by X-ray diffraction.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Structure of New Oxapalladacycles with a Pd−O Bond

et al. 2001

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“…An analogous intramolecular hydrogen abstraction reaction is presented by the photolysis of N -nitroso- N -hexylacetamide in degassed benzene giving trans- dimeric N -(4-nitrosohexyl)acetamide . This has been extended to the photolysis of N -nitroso- N -acetyldehydroabietylamine in benzene under helium, yielding the anti -dimer of 6α-nitroso- N -acetyldehydroabietylamine in 40% yield.…”

Section: 7 Reaction Of Free Radicals With Nitric Oxidementioning

confidence: 99%

Preparations ofC-Nitroso Compounds

2004

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“…For the synthesis of naturally occurring cystine-containing peptide sequences, which are expected to contain sufficient information to direct correct folding, random disulfide bridging (e.g., by air oxidation] is a good starting other disulfide bonds, the order of closure of the three disulfide bridges in the regioselective approach may have a significant effect on the yield of the correctly folded peptide. This has been observed for cyclopsychotride, a cyclic cystine-knotted peptide, where different orthogonal coupling strategies using two different Cys-protecting groups resulted in different yields (28). The number of folding intermediates observed for AVRg (> 10) suggests the presence of non-native disulfide bridges.…”

Section: Discussionmentioning

confidence: 80%

Solid‐phase synthesis, conformational analysis, and biological activity of AVRp elicitor peptides of the fungal tomato pathogen Cladosporium falvum

Mahé

Vossen²,

Hooven³

et al. 1998

The Journal of Peptide Research

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The race‐specific peptide elicitor AVR9 of the fungal pathogen Cladosporium fulvum specifically induces a hypersensitive response in tomato genotypes carrying the complementary resistance gene Cf‐9. The total chemical syntheses of this 28‐residue AVR9 peptide containing three disulfide bonds, and of three mutant peptides [R8K]AVR9, [F10A]AVR9 and [F21A]AVR9, have been accomplished. The syntheses were carried out using a stepwise solid‐phase approach based on tBoc chemistry. The disulfide bridges were formed by air oxidation. The correctness of the chemical structure of all folded synthetic peptides was confirmed by combined NMR and MS analyses. The biological activity and a number of physicochemical properties of folded synthetic AVR9 are identical to those of native fungal 28‐residue AVR9. The overall conformations of the folded synthetic mutant peptides were comparable to that of synthetic wild‐type AVR9 as demonstrated by NMR spectroscopy. Mutant [R8K]AVR9 showed a threefold higher, and mutant [F10A]AVR9 a threefold lower necrosis‐inducing activity when compared to synthetic wild‐type AVR9. However, mutant [F21A]AVR9 showed hardly any necrosis‐inducing activity. Affinity for polyclonal antibodies raised against native fungal AVR9 is positively correlated with the necrosis‐inducing activity of the synthetic AVR9 peptides ([R8K]AVR9 > wild‐type AVR9 > [F10A]AVR9 > [F21A]AVR9).

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Photoreactions of nitroso compounds in solution—XXVIII

Cited by 11 publications

References 14 publications

Synthesis and Structure of New Oxapalladacycles with a Pd−O Bond

Synthesis and Structure of New Oxapalladacycles with a Pd−O Bond

Preparations ofC-Nitroso Compounds

Solid‐phase synthesis, conformational analysis, and biological activity of AVRp elicitor peptides of the fungal tomato pathogen Cladosporium falvum

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