TY  - JOUR
AU  - Zheng, Haiyan
AU  - Li, Kuo
AU  - Cody, George D.
AU  - Tulk, Christopher A.
AU  - Dong, Xiao
AU  - Gao, Guoying
AU  - Molaison, Jamie J.
AU  - Liu, Zhenxian
AU  - Feygenson, Mikhail
AU  - Yang, Wenge
AU  - Ivanov, Ilia N.
AU  - Basile, Leonardo
AU  - Idrobo, Juan-Carlos
AU  - Guthrie, Malcolm
AU  - Mao, Ho-kwang
TI  - Polymerization of Acetonitrile via a Hydrogen Transfer Reaction from CH 3 to CN under Extreme Conditions
JO  - Angewandte Chemie / International edition
VL  - 55
IS  - 39
SN  - 1433-7851
CY  - Weinheim
PB  - Wiley-VCH
M1  - FZJ-2016-05538
SP  - 12040 - 12044
PY  - 2016
AB  - Acetonitrile (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.
LB  - PUB:(DE-HGF)16
UR  - <Go to ISI:>//WOS:000384713100062
C6  - pmid:27561179
DO  - DOI:10.1002/anie.201606198
UR  - https://juser.fz-juelich.de/record/819971
ER  -