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000819971 1001_ $$0P:(DE-HGF)0$$aZheng, Haiyan$$b0
000819971 245__ $$aPolymerization of Acetonitrile via a Hydrogen Transfer Reaction from CH 3 to CN under Extreme Conditions
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000819971 520__ $$aAcetonitrile (CH$_{3}$CN) is the simplest and one of the most stable nitriles. Reactions usually occur on the C≡N triple bond, while the C−H bond is very inert and can only be activated by a very strong base or a metal catalyst. It is demonstrated that C−H bonds can be activated by the cyano group under high pressure, but at room temperature. The hydrogen atom transfers from the CH3 to CN along the CH⋅⋅⋅N hydrogen bond, which produces an amino group and initiates polymerization to form a dimer, 1D chain, and 2D nanoribbon with mixed sp2 and sp3 bonded carbon. Finally, it transforms into a graphitic polymer by eliminating ammonia. This study shows that applying pressure can induce a distinctive reaction which is guided by the structure of the molecular crystal. It highlights the fact that very inert C−H can be activated by high pressure, even at room temperature and without a catalyst.
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000819971 7001_ $$0P:(DE-HGF)0$$aLi, Kuo$$b1$$eCorresponding author
000819971 7001_ $$0P:(DE-HGF)0$$aCody, George D.$$b2
000819971 7001_ $$0P:(DE-HGF)0$$aTulk, Christopher A.$$b3
000819971 7001_ $$0P:(DE-HGF)0$$aDong, Xiao$$b4
000819971 7001_ $$0P:(DE-HGF)0$$aGao, Guoying$$b5
000819971 7001_ $$0P:(DE-HGF)0$$aMolaison, Jamie J.$$b6
000819971 7001_ $$0P:(DE-HGF)0$$aLiu, Zhenxian$$b7
000819971 7001_ $$0P:(DE-Juel1)169262$$aFeygenson, Mikhail$$b8
000819971 7001_ $$0P:(DE-HGF)0$$aYang, Wenge$$b9
000819971 7001_ $$0P:(DE-HGF)0$$aIvanov, Ilia N.$$b10
000819971 7001_ $$0P:(DE-HGF)0$$aBasile, Leonardo$$b11
000819971 7001_ $$0P:(DE-HGF)0$$aIdrobo, Juan-Carlos$$b12
000819971 7001_ $$0P:(DE-HGF)0$$aGuthrie, Malcolm$$b13
000819971 7001_ $$0P:(DE-HGF)0$$aMao, Ho-kwang$$b14
000819971 773__ $$0PERI:(DE-600)2011836-3$$a10.1002/anie.201606198$$gVol. 55, no. 39, p. 12040 - 12044$$n39$$p12040 - 12044$$tAngewandte Chemie / International edition$$v55$$x1433-7851$$y2016
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