68266-29-5

Upstream product

• 74-85-1 ethene 
• 766-85-8 3-methoxy-1-iodobenzene 
• 2398-37-0 3-methoxyphenyl bromide 
• 58114-05-9 1-chloro-1-(3'-methoxyphenyl)ethane 
• 925-90-6 ethylmagnesium bromide 
• 591-31-1 3-methoxy-benzaldehyde 
• 89691-63-4 1-(3-methoxy)-phenylethanol 

Downstream Products

• 68266-23-9 meso-2,3-bis(3'-hydroxyphenyl)butane 

Relevant academic research and scientific papers

Photoredox-Catalysis-Modulated, Nickel-Catalyzed Divergent Difunctionalization of Ethylene

Divergent synthesis that enables a catalytic reaction to selectively produce different products from common substrates will allow the charting of wider chemical space and the unveiling of distinct mechanistic paradigms. A common strategy for it employs different ligands to modulate organometallic catalysts. Dramatic developments in photocatalysis have enabled previously inaccessible transformations. In particular, photoredox catalysis modulates the oxidation state of transition-metal complexes, offering enormous opportunities for methodology development. Herein, we developed a photo-mediated divergent ethylene difunctionalization via modulating oxidation states of the nickel catalyst by using different photoredox catalysts. This work will inspire new perspectives for value-added chemical synthesis using ethylene as a feedstock and shed light on photoredox-catalyst-based divergent synthesis, which fundamentally differs from ligand-controlled transition-metal catalysis.Divergent synthesis represents a powerful strategy for directly accessing different molecular scaffolds originating from the same starting materials. Access to different end products via transition-metal catalysis is conventionally achieved by ligand control. We herein demonstrate the use of ethylene feedstock and commercially available aryl halides to accomplish the divergent synthesis of 1,2-diarylethanes, 1,4-diarylbutanes, or 2,3-diarylbutanes in a highly selective fashion through the synergistic combination of nickel and photoredox catalysis. Mechanistic studies suggest that the observed selectivity was due to different active states of Ni(I) and Ni(0) modulated by Ru- and Ir-based photoredox catalysts, respectively. The ability to access different organometallic oxidation states via photoredox catalysis promises to inspire new perspectives for synergistic transition-metal-catalyzed divergent synthesis.Functionalization of ethylene without polymerization is challenging under photo-irradiation conditions. We have demonstrated that the photo-transformation of ethylene can be controllable by merging photoredox and transition-metal catalysis. In our study, the use of different photoredox catalysts was able to modulate the oxidation state of the nickel catalyst. Through different oxidation states, the nickel-catalyzed couplings proceeded via distinct pathways to generate divergent ethylene difunctionalization products selectively from the same feedstock.

Potential Antiestrogens. Synthesis and Evaluation of Mammary Tumor Inhibiting Activity of 1,2-Dialkyl-1,2-bis(3'-hydroxyphenyl)ethanes

The syntheses of the meso-1,2-dialkyl-1,2-bis(3'-hydroxyphenyl)ethanes and of d,l-3,4-bis(3'-hydroxyphenyl)hexane (21) are described.In vitro these compounds inhibited the estradiol receptor interaction competitively, exhibiting Ka values between 0.20*109 (20) and 0.11*106 M-1 (24).In vivo the meso compounds reduced the estrone-stimulated mouse uterine growth; the most effective compounds were 20, 22, and 23 (53, 50, and 45percent inhibition, respectively).Compounds 20 and 22-24 showed weak estrogenic activity in the mouse uterine weight test and in the vaginal cornification test.Compounds 19 (NSC-297169), 20 (NSC-297170), and 22 (NSC-297171) exhibited a dose-dependent growth inhibition on the MCF-7 human breast tumor cell line (10-6 to 10-9 M).These compounds also showed a marked dose-dependent inhibition on the DMBA-induced, hormone-dependent mammary carcinoma of the Sprague-Dawley rat corresponding to their association constants.

Novel di-(3'-hydroxyphenyl)-alkane compounds, process of preparation and their use in medicine

Compounds of di-(3'-hydroxyphenyl)-alkanes and their methyl ethers, of the formula STR1 wherein R is alkyl and R' is H or methyl, have activity against hormone-dependent breast carcinoma.