13679-75-9Relevant articles and documents
Investigation of the structure and opto-electronic properties of substituted 2,2′-bithiophenes as π-building blocks: A joint experimental and theoretical study
Andicsová-Eckstein,Tokár,Kozma,Tokárová
, p. 14871 - 14875 (2017)
We present the design and the synthesis of substituted 2,2′-bithiophene derivatives to be used as π-conjugated bridges in donor-π-acceptor molecules for dye sensitized solar cells. Using a combined theoretical and experimental approach, the photophysical and electrochemical properties of these linkers are also presented. Finally, we show that the photophysical properties (absorption/emission) of these molecules are preserved when doped in host matrices.
KOtBu/DMSO Catalytic System for Isomerization of Allylic Alcohols to Ketones
Sai, Masahiro
, (2022/04/03)
The isomerization of allylic alcohols is an important reaction because it can afford carbonyl compounds in an atom-economical manner. Although base-catalyzed methods are more desirable than those using transition-metal catalysts from both the economic and environmental points of view, these methods have several drawbacks, such as narrow substrate scope and high catalyst loading. This paper reports the development of an efficient KOtBu/DMSO catalytic system suitable for the isomerization of a broad range of allylic alcohols with good yields, to which previously reported systems could not be applied. This catalytic system was successfully applied to a tandem allylic isomerization/electrophilic trapping reaction, thereby highlighting its synthetic utility.
Photoactive electron donor-acceptor complex platform for Ni-mediated C(sp3)-C(sp2) bond formation
Kammer, Lisa Marie,Badir, Shorouk O.,Hu, Ren-Ming,Molander, Gary A.
, p. 5450 - 5457 (2021/05/05)
A dual photochemical/nickel-mediated decarboxylative strategy for the assembly of C(sp3)-C(sp2) linkages is disclosed. Under light irradiation at 390 nm, commercially available and inexpensive Hantzsch ester (HE) functions as a potent organic photoreductant to deliver catalytically active Ni(0) species through single-electron transfer (SET) manifolds. As part of its dual role, the Hantzsch ester effects a decarboxylative-based radical generation through electron donor-acceptor (EDA) complex activation. This homogeneous, net-reductive platform bypasses the need for exogenous photocatalysts, stoichiometric metal reductants, and additives. Under this cross-electrophile paradigm, the coupling of diverse C(sp3)-centered radical architectures (including primary, secondary, stabilized benzylic, α-oxy, and α-amino systems) with (hetero)aryl bromides has been accomplished. The protocol proceeds under mild reaction conditions in the presence of sensitive functional groups and pharmaceutically relevant cores.
Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones-activity, selectivity, efficiency
Xia, Tian,Spiegelberg, Brian,Wei, Zhihong,Jiao, Haijun,Tin, Sergey,Hinze, Sandra,De Vries, Johannes G.
, p. 6327 - 6334 (2019/11/20)
We report the first manganese catalyzed isomerization of allylic alcohols to produce the corresponding carbonyl compounds. The ligand plays a decisive role in the efficiency of this reaction. Very high conversions could be obtained using a solvent-free reaction system. A detailed DFT study reveals a self-dehydrogenation/hydrogenation reaction mechanism which was verified by the isolation of the α,β-unsaturated ketone as intermediate and a deuterium labeling experiment. It also provided a rationale for the observed selectivity and the higher efficiency of phenyl over isopropyl substitution.
