Masuda reaction

In one case, an unpurified sample of pyrrolyl-bisboronic ester 78, synthesized using conditions described by Masuda and coworkers (2000JOC164), was readily engaged in a Suzuki cross-coupling reaction (95JOC7508) with 5-bromoquinoline 77, giving the desilylated product 79 in 29% overall yield (2002JCS(Pl) 1320). 

K Endo, T. Koike, T. Sawaki, O. Hayashida, H. Masuda, Y. Aoyama, "Catalysis by organic solids. Stereoselective Diels-Alder reactions promoted by microporous molecular crystals having an extensive hydrogen-bonded network , J. Am Chem Soc. 1997,119, 4117-4122. 

Maeda K, Teramura K, Masuda H, Takata T, Saito N, Inuoe Y, Domen K (2006) Efficient overall water splitting under visible-light irradiation on (Gai xZnx)(Ni xOx) dispersed with Rh-Cr mixed-oxide nanoparticles Effect of reaction condition on photocatalytic activity. J Phys Chem B 110, 13107-13112... 

As discussed earlier, substitution onto the polyacetylene chain invariably has a deleterious effect on dopability and conduction properties. At the same time the stability tends to improve. Masuda et al.583) studied a large range of substituted polyacetylenes and found that stability increased with the number and bulkiness of the substituents, so that the polymers of aromatic disubstituted acetylenes were very stable, showing no reaction with air after 20 h at 160 °C. Unfortunately, none of these polymers is conducting. Deitz et al.584) studied copolymers of acetylene and phenylacetylene they found that poly(phenylacetylene) degrades even more rapidly than does polyacetylene and that the behaviour of copolymers is intermediate. Encapsulation of the iodine-doped polymers had little effect on the degradation, which is presumably at least in part due to iodination of the chain. 

Pepper has briefly reported on their activity vis-a-vis styrene, but has never published a full account of his investigation Asami and Tokura used CISO3H in sulphur dioxide for the polymerisation of the same monomer and found it to be a very efficient initiator. Recently, Masuda et al. published a concise study of the polymerisaticMi of styrene by both acids in various solvents. As expected, the chloro derivative was found to be a weaker promoter than the fluorosulphonic acid. Both systems gave asymptotic yields indicating that fast initiation was followed by an important termination reaction. Incorporation of chlorine into the polystyrenes prepared with chlorosulphonic acid (but absence of sulphur) suggested that this acid decomposes in the polymerisation process (hydrolysis ). On the whole, the limited amount of evidence obtained in this study does not allow any mechanistic conclusion. 

We would like to express our gratitude to Drs. M. Oliaslii at Kanagawa University, M. Kato at the Institute of Space and Astronomical Science, and N. Handa at Aichi Prefectural University for constructive discussions on shock experiments and on mechanisms of shock reactions. We tliank Dr. W. Agena at uses in Denver for critically reading the manuscript. We also indebted to T. Masuda, K. Suzuki, and T. Torii at Nagoya University for tlieir teclinical assistance. This woik is partially supported by the Grant in Aid for Scientific Research, No. 07740436, No. 08740426, and No. 12640447 from the Ministry of Education, Japan, and Joint Project Fund from Japan National Oil Corporation. 

A. Aramata, M. Masuda, Platinum alloy electrodes bonded to solid polymer electrolyte for enhancement of methanol electro-oxidation and its reaction mechanism. J. Electrochem. Soc. 1991, 138(7), 1949-1957. 

Kashimura, S., Mural, Y., Ishifune, M., Masuda, H., Murase, H., Shono, T. Electroorganic chemistry. 148. Cathodic coupling of aliphatic esters. Useful reaction for the synthesis of 1,2-diketone and acyloin. Tetrahedron Lett. 1995, 36, 4805-4808. 

Hirota, M., Masuda, H., Hamada, Y., Takeuchi, I. A simple MO treatment on the nucleophilic substitution reactions of six-membered aza-aromatic compounds. Bull. Chem. Soc. Jpn. 1979, 52,1498-1505. 

Murata, M., Watanabe, S., Masuda, Y. Novel Palladium(0)-Catalyzed Coupling Reaction of Dialkoxyborane with Aryl Halides Convenient Synthetic Route to Arylboronates. J. Org. Chem. 1997, 62, 6458-6459. 

Uenishi, J., Masuda, S., Wakabayashi, S. Intramolecular Sm and Sm promoted reaction of y-oxy-5-keto aldehyde stereocontrolled formation of pinacol and lactone. Tetrahedron Lett. 1991, 32, 5097-5100. 

Iwasa, N., Masuda, S., Ogawa, N., and Takezawa, N. Steam reforming of methanol over Pd/ZnO Effect of the formation of PdZn alloys upon the reaction. Applied Catalysis. A, General, 1995, 125 (1), 145. 

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