73606-41-4Relevant academic research and scientific papers
Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution
Liu, En-Chih,Topczewski, Joseph J.
supporting information, p. 5308 - 5313 (2021/05/04)
The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.
Palladium-Catalyzed Nitrile-Assisted C(sp3)-Cl Bond Formation for Synthesis of Dichlorides
He, Dandan,Huang, Liangbin,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 8308 - 8311 (2019/10/16)
A palladium-catalyzed coupling procedure of alkenes with alkynylnitriles has been demonstrated for the synthesis of dichlorides. The reaction is the first example of nitrile-assisted C(sp3)-Cl formation promoted by coordination of a cyano group with an alkylpalladium(II) complex. The construction of a five-membered cycle intermediate successfully inhibits the β-hydride abstraction, resulting in direct C-Cl bond reductive elimination of alkylpalladium(II) chloride.
MOLECULAR SOLAR ENERGY STORAGE
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Page/Page column 49; 50, (2019/06/17)
The present invention relates to norbornadiene compounds (Formula I), and the corresponding quadricyclane compounds (Formula III). The compounds are to be included in a molecular thermal systems (MOST), and to be used for storing solar energy.
Norbornadiene-Based Photoswitches with Exceptional Combination of Solar Spectrum Match and Long-Term Energy Storage
Jevric, Martyn,Petersen, Anne U.,Mans?, Mads,Kumar Singh, Sandeep,Wang, Zhihang,Dreos, Ambra,Sumby, Christopher,Nielsen, Mogens Br?ndsted,B?rjesson, Karl,Erhart, Paul,Moth-Poulsen, Kasper
, p. 12767 - 12772 (2018/09/10)
Norbornadiene-quadricyclane (NBD-QC) photoswitches are candidates for applications in solar thermal energy storage. Functionally, they rely on an intramolecular [2+2] cycloaddition reaction, which couples the S0 landscape on the NBD side to the
Copper-catalyzed oxidative transformation of aryl propargylic azides to aryl propiolonitriles
Wang, Teng,Yin, Hang,Jiao, Ning
supporting information, p. 1207 - 1210 (2013/06/05)
A concise copper(I)-catalyzed oxidative transformation of aryl propargyl azides to aryl propiolonitriles has been developed. Aryl propiolonitrile derivatives can be obtained in moderate to good yields by this strategy. An oxidative Schmidt rearrangement is involved in this transformation. Copyright
One-pot synthesis of conjugated alkynenitriles from aldehydes
Kim, Joong-Gon,Lee, Eun Hwa,Jang, Doo Ok
, p. 2299 - 2301 (2007/10/03)
A method of preparing conjugated alkynenitriles was developed from various aldehydes with CCl3CN and PPh3 in the presence of tBuLi. The reaction proceeded via α-chlorovinyl nitrile as an intermediate without any side react
Synthesis of Conjugated Acetylenic Nitriles via Intramolecular Wittig reaction of Some Oxoylids
Yadla, R.,Rao, Jampani Madhusudana
, p. 1125 - 1127 (2007/10/02)
The preparation of 3-(adamantan-1-yl)-; 3-(2-ethoxyphenyl)-; 3-(3,4-methylenedioxyphenyl)-; 3-(thien-2-yl)- and (E)5-phenyl-pent-4-en-2-yne nitriles via in vacuo thermal decomposition of adamantan-1-carbonyl-; 2-ethoxybenzoyl-; 3,4-methylenedioxy-benzoyl-; thien-2-oyl- and (E)3-phenyl-prop-2-enoyl-cyano-methylenetriphenylphosphoranes respectively is reported
