Nakamura reaction

Highly Efficient Gold-catalysed Nakamura Reactions... 

Scheme 16.12 First gold-catalysed Nakamura reaction.

K Fe(CN)6 oxidation Compound F is stoichiometrically inactivated by oxidation with K.3Fe(CN)6 (Shimomura and Johnson, 1967) thus, it is possible to estimate the molecular extinction coefficient (e) of the 388-390 nm absorption peak by titrating F with K.3Fe(CN)6- The e value obtained by the titration in 50% ethanol was 15,400 (assuming the reaction to be one-electron oxidation) or 30,800 (assuming two-electron oxidation). Two other methods of lesser precision were used to determine the true s value 1) the dry weight of the ethyl acetate extract of an acidified solution of F gave an e value of 14,100 2) the comparison of NMR signal intensities gave a value of 11,400 2,000 in water (H. Nakamura, Y. Oba, and A. Murai, 1995, personal... 

Structure ofF Although F has never been obtained in a completely pure state, the FAB mass spectral data of F [m/z 687 (M + Na)+ and 665 (M+H)+], and the comparison of the H and 13C NMR spectra of F with those of Oxy-F, suggested structure 6 for this compound. To confirm this structure, F was subjected to ozonolysis, followed by diazomethane treatment. The expected diester 5 was successfully isolated, indicating that 6 is indeed the structure of compound F (Nakamura et al., 1988). The structure of the luminescence reaction product of F is considered to be 8 on the basis of comparison with the dinoflagellate luminescence system (see Chapter 8). 

Fig. 8.4 Absorption spectrum of dinoflagellate luciferin, and the spectral changes caused by luminescence reaction after the addition of luciferase, in 0.2 M phosphate buffer, pH 6.3, containing 0.1 mM EDTA and BSA (O.lmg/ml) (Nakamura et al., 1989). Reproduced from Hastings, 1989, with permission from the American Chemical Society and John Wiley Sons Ltd.

Watanabe, T., and Nakamura, T. (1972). Studies on luciferase from Photobacterium phosphoreum II. Substrate specificity and stoichitometry of the reaction in vitro. J. Biochem. 72 647-653. 

On the Theory of Heterogeneous Catalysis Jcro Horiuti and Takashi Nakamura Linear Correlations of Substrate Reactivity in Heterogeneous Catalytic Reactions M- Kraus... 

Tsuda and Oikawa (1989) investigated the photolysis of the 1,2-isomer of 10.89 (1,2-benzoquinone diazide) by means of MINDO/3 molecular orbital calculations with configurational interaction. These authors came to the conclusion that no ketocarbene of the type of 10.90 is formed, but that the rearrangement into the cyclopentadienyl ketene 10.94 is a concerted reaction in which the elimination of nitrogen and the rearrangement take place simultaneously. In the opinion of the present author the theoretical result for 1,2-quinone diazide is not necessarily in contradiction to the experimental investigations of Sander, Yankelevich et al., and Nakamura et al., as the reagents used were not exactly the same. 

Figure 3. Initial vibrational state specified cummulative reaction probabilities for v = 2. Dashed line exact quantum mechanical numerical solution. Solid hue TSH results with use of the Zhu-Nakamura formulas. Dash-dot hue TSH results with use of the Landau-Zener formula. Taken from Ref. [50].

For the Co(III) complex Co(NH3)jN02 , Halpern and Nakamura have obtained spectrophotometric evidence for the inner-sphere reaction occurring via Co(CN)sONO which isomerises to give the product Co(CN)sN02 . The species Co(NH3)5CN also reacts in this manner to give Co(CN)sNC " and finally Co(CN). ... 

Kasai K, Nakamura Y and White R 1990) Amplification of a variable number of tandem repeats (VNTR) locus (pMCTii8) by the polymerase chain reaction (PCR) and its application to forensic science. ] For Sci 35 1196-1200. 

Whereas in the indirect pathway, COad is clearly identified as a reaction intermediate, the specific nature of the intermediate(s) in the direct pathway is under debate. For methanol oxidation, species such as COH [Xia et al., 1997 Iwasita et al., 1987, 1992 Iwasita and Nart, 1997], CHO [Zhu et al., 2001 Willsau and Heitbaum, 1986 Wilhehn et al., 1987], COOH [Zhu et al., 2001], and adsorbed formate species [Chen et al., 2003] have been proposed. Adsorbed formate species were identified during formaldehyde oxidation [Samjeske et al., 2007], methanol oxidation [Nakamura et al., 2007 Chen et al., 2003, unpublished], and fornfic acid oxidation [Miki et al., 2002, 2004 Samjeske and Osawa, 2005 Chen et al., 2006a, b, c Samjeske et al., 2005, 2006]. 

Structures, Reactions and Functions of d-d and d-7r Conjugated Systems Editors A. Nakamura, N. Ueyama, and K. Yamaguchi... 

Nakamura, T., Sakaeda, T., Ohmoto, N., Tamura, T., Aoyama, N. et al., Real-time quantitative polymerase chain reaction for MDR1, MRP1, MRP2, and CYP3A-mRNA levels in Caco-2 cell lines, human duodenal enterocytes, normal colorectal tissues, and colorectal adenocarcinomas, Drug Metab. Dispos. 2002, 30, 4—6. 

H. Isobe, K. Cho, N. Solin, D. B. Werz, P. H. Seeberger, and E. Nakamura, Synthesis of fullerene glycoconjugates via a copper-catalyzed Huisgen cycloaddition reaction, Org. Lett., 9 (2007) 4611-4614. 

Two forms of carbon (carbidic and graphitic) have been observed by x-ray photoelectron spectroscopy (XPS) on polycrystalline cobalt foil during the disproportionation of CO by Nakamura et al.57 The dissociation of adsorbed CO occurred at temperatures higher than 60°C, and carbidic carbon and adsorbed oxygen were formed on the cobalt surface. After the surface is covered with adsorbed carbon and oxygen, no further dissociation of adsorbed CO occurs. Contrary to the dissociation of adsorbed CO, the deposition of carbon by the concerted Boudouard reaction continues on the carbidic carbon-deposited surface. The deposition of carbon increases... 

Nakamura et al.141 reported a closely related reaction, that is, the enantioselective addition of allylzinc reagent to alkynyl ketones catalyzed by a bisox-azoline catalyst 137. High ee values were obtained in most cases (Scheme 2-55). 

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