Hydration of Terminal Alkynes Catalyzed by Water-Soluble Cobalt Porphyrin Complexes

2012 ◽  
Vol 135 (1) ◽  
pp. 50-53 ◽  
Author(s):  
Tadashi Tachinami ◽  
Takuho Nishimura ◽  
Richiro Ushimaru ◽  
Ryoji Noyori ◽  
Hiroshi Naka
ChemInform ◽  
2013 ◽  
Vol 44 (24) ◽  
pp. no-no
Author(s):  
Tadashi Tachinami ◽  
Takuho Nishimura ◽  
Richiro Ushimaru ◽  
Ryoji Noyori ◽  
Hiroshi Naka

Nanomaterials ◽  
2021 ◽  
Vol 11 (10) ◽  
pp. 2702
Author(s):  
Ivy L. Librando ◽  
Abdallah G. Mahmoud ◽  
Sónia A. C. Carabineiro ◽  
M. Fátima C. Guedes da Silva ◽  
Carlos F. G. C. Geraldes ◽  
...  

The N-alkylation of 1,3,5-triaza-7-phosphaadamantane (PTA) with ortho-, meta- and para-substituted nitrobenzyl bromide under mild conditions afforded three hydrophilic PTA ammonium salts, which were used to obtain a new set of seven water-soluble copper(I) complexes. The new compounds were fully characterized and their catalytic activity was investigated for the low power microwave assisted one-pot azide–alkyne cycloaddition reaction in homogeneous aqueous medium to obtain disubstituted 1,2,3-triazoles. The most active catalysts were immobilized on activated carbon (AC), multi-walled carbon nanotubes (CNT), as well as surface functionalized AC and CNT, with the most efficient support being the CNT treated with nitric acid and NaOH. In the presence of the immobilized catalyst, several 1,4-disubstituted-1,2,3-triazoles were obtained from the reaction of terminal alkynes, organic halides and sodium azide in moderate yields up to 80%. Furthermore, the catalyzed reaction of terminal alkynes, formaldehyde and sodium azide afforded 2-hydroxymethyl-2H-1,2,3-triazoles in high yields up to 99%. The immobilized catalyst can be recovered and recycled through simple workup steps and reused up to five consecutive cycles without a marked loss in activity. The described catalytic systems proceed with a broad substrate scope, under microwave irradiation in aqueous medium and according to “click rules”.


2005 ◽  
Vol 09 (09) ◽  
pp. 651-658 ◽  
Author(s):  
Wesley M. Sharman ◽  
Johan E. van Lier

A series of water-soluble tri-anionic and -cationic substituted phthalocyanines has been synthesized via iodinated boron subphthalocyanines. The latter were opened with differently substituted diiminoisoindolines via the Kobayashi ring expansion reaction followed by metal insertion to exclusively yield the asymmetrically 3:1 substituted iodinated zinc phthalocyanines. These iodinated phthalocyanines readily underwent palladium-catalyzed coupling reactions with terminal alkynes such as 5-hexynoic acid and 10-undecynoic acid to give anionic phthalocyanines, or with 2-ethynylpyridine and 3-ethynylpyridine followed by N -methylation to give cationic phthalocyanines. These novel asymmetrically substituted charged phthalocyanines could have interesting properties as photosensitizers for photodynamic therapy.


1993 ◽  
Vol 85 (2) ◽  
pp. 153-162 ◽  
Author(s):  
Wael Baidossi ◽  
Nurith Goren ◽  
Jochanan Blum ◽  
Herbert Schumann ◽  
Holger Hemling

ACS Catalysis ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 11263-11273 ◽  
Author(s):  
Xian Zhang ◽  
Mihaela Cibian ◽  
Arnau Call ◽  
Kosei Yamauchi ◽  
Ken Sakai

2015 ◽  
Vol 775 ◽  
pp. 1-5 ◽  
Author(s):  
Wen-Lin Huang ◽  
Guan-Jie Hung ◽  
Sheng-Ting He ◽  
Guan-Ru Chiang ◽  
Yih-Hsing Lo

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