536-74-3Relevant articles and documents
Oxophosphonium-Alkyne Cycloaddition Reactions: Reversible Formation of 1,2-Oxaphosphetes and Six-membered Phosphorus Heterocycles
L?we, Pawel,Feldt, Milica,Wünsche, Marius A.,Wilm, Lukas F.B.,Dielmann, Fabian
, p. 9818 - 9826 (2020)
While the metathesis reaction between alkynes and carbonyl compounds is an important tool in organic synthesis, the reactivity of alkynes with isoelectronic main-group R2E≠O compounds is unexplored. Herein, we show that oxophosphonium ions, which are the
Tributylstannyl radical-catalyzed reaction of 1,2,3-selenadiazoles with olefins or dienes
Nishiyama, Yutaka,Hada, Yasunobu,Anjiki, Masahiro,Miyake, Kazuya,Hanita, Sakiko,Sonoda, Noboru
, p. 1520 - 1525 (2002)
It was found that the reaction of 1,2,3-selenadiazoles derived from cyclic ketones with olefins or dienes was markedly promoted by a catalytic amount of tributylstannyl radical, which was generated in situ from tributylstannyl hydride or allyltributylstannane and AIBN, to give the corresponding dihydroselenophenes in moderate to good yields. In contrast, when 1,2,3-selenadiazoles prepared from linear and aromatic ketones were used as substrates, the same reaction did not take place, and alkynes were formed as the sole product.
Alkynylic SRN1 Reaction: Feasible or Not?
Galli, Carlo,Gentili, Patrizia
, p. 2013 - 2014 (1994)
A comparison of the relative propensity of aryl-, vinyl-, and ethynyl-halides towards a SRN1 reaction is made possible by an investigation of some nucleophilic reactions with bromophenylethyne.
Formation of Metal Acetylides via Complexes of Molecular Hydrogen
Field, Leslie D.,George, Adrian V.,Hambley, Trevor W.,Malouf, Elizabeth Y.,Young, David J.
, p. 931 - 933 (1990)
Terminal acetylenes react with to form metal acetylides and diacetylides; the crystal structure of trans-Fe(CCPh)2(dmpe)2 shows that the seven atoms of the C-CC-Fe-CC-C grouping are colinear and
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Lee
, p. 2157 (1970)
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1-Methoxycarbonylpyrrolizin-3-one and related compounds
Despinoy, Xavier L. M.,McNab, Hamish
, p. 2187 - 2194 (2009)
Flash vacuum pyrolysis (FVP) of dimethyl E- or Z-pyrrol-2-ylbut-2-enedioate 5 at 700 °C gave 1-methoxycarbonylpyrrolizin-3-one 1. The sequence involves E- to Z-isomerisation (if necessary), elimination of methanol and cyclisation; the elimination step is
Ground-State Chemical Reactivity under Vibrational Coupling to the Vacuum Electromagnetic Field
Thomas, Anoop,George, Jino,Shalabney, Atef,Dryzhakov, Marian,Varma, Sreejith J.,Moran, Joseph,Chervy, Thibault,Zhong, Xiaolan,Devaux, Elo?se,Genet, Cyriaque,Hutchison, James A.,Ebbesen, Thomas W.
, p. 11462 - 11466 (2016)
The ground-state deprotection of a simple alkynylsilane is studied under vibrational strong coupling to the zero-point fluctuations, or vacuum electromagnetic field, of a resonant IR microfluidic cavity. The reaction rate decreased by a factor of up to 5.5 when the Si?C vibrational stretching modes of the reactant were strongly coupled. The relative change in the reaction rate under strong coupling depends on the Rabi splitting energy. Product analysis by GC-MS confirmed the kinetic results. Temperature dependence shows that the activation enthalpy and entropy change significantly, suggesting that the transition state is modified from an associative to a dissociative type. These findings show that vibrational strong coupling provides a powerful approach for modifying and controlling chemical landscapes and for understanding reaction mechanisms.
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Renaud,Leitch
, p. 2089,2091 (1964)
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A New Insight into the SRN1 Vinylic Substitution
Galli, Carlo,Gentili, Patrizia
, p. 570 - 571 (1993)
Evidence is gathered on vinylic nucleophilic substitutions that suggests the occurrence of an ionic elimination-addition route along with the originally proposed SRN1 route.
Method for synthesizing high-purity MDPES raw material phenyl acetylene in one step
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Paragraph 0037-0048, (2021/03/11)
The invention relates to the technical field of biological medicines, in particular to a method for synthesizing high-purity MDPES raw material phenyl acetylene in one step. The method comprises the following steps: in a solvent, uniformly stirring and mixing 1,2-dibromoethyl benzene and alkali, heating to 40-160 DEG C, reacting completely, filtering to remove bromide, and carrying out filtrate distillation separation, wherein one group of isolate is a recyclable solvent, the other group of isolate is product phenyl acetylene, and the GC purity is greater than 98%; the solvent is mixed and stirred, the temperature is raised to 40-160 DEG C after stirring to react completely, bromide is removed through filtration, GC purity is greatly improved through filtrate distillation separation, the GC purity is higher than 98%, the phenyl acetylene synthesis step is shortened, the phenyl acetylene raw material utilization rate is high, the solvent can be recycled, and the product yield is high; moreover, the product is higher in purity and more environmentally friendly, so that the industrial mass production requirement is better met, and the method is more suitable for popularization and application.
Dimeric Indenofluorene-Extended Tetrathiafulvalene Motif for Enhanced Intramolecular Complexation
Brol?s, Line,Kilde, Martin Dr?hse,Brock-Nannestad, Theis,Nielsen, Mogens Br?ndsted
, p. 3537 - 3544 (2021/06/18)
Tetrathiafulvalene (TTF) is a redox-active compound, which reversibly undergoes two one-electron oxidations to give stable species. Several features of TTF, such as redox and optical properties as well as geometry and self-associating nature, can be tuned by extension of the conjugated system with an aromatic linker such as an indenofluorene (IF) moiety. In this work we present the synthesis of a novel dimeric scaffold of IF-extended TTF (IF-TTF) in which the units are linked by a rigid 1,4-bis(2-ethynylphenyl)buta-1,3-diyne moiety. 1H-NMR spectroscopic studies reveal that the scaffold is highly prone to form intramolecular IF-TTF dimer complexes even in the neutral form, and stable radical cation species were formed in solution upon chemical oxidation with tris(4-bromophenyl)ammoniumyl hexachloroantimonate (‘magic blue’). Electrocrystallization of the rigid scaffold yielded a semi-conducting material, which proved to be stable at ambient temperature and air.
Synthesis of 1,3-Diynes Using Calcium Carbide as an Alkyne Source
Liu, Zhenrong,Li, Zheng
, p. 302 - 308 (2020/12/11)
A simple method for the synthesis of 1,3-diynes from iodoarenes using calcium carbide as an alkyne source and air as an oxidant is described. A series of 1,4-diarylbuta-1,3-diynes were efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.
