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Zhang, P.*; Tang, X.*; Wang, Y.*; Wang, X.*; Gao, D.*; Li, Y.*; Zheng, H.*; Wang, Y.*; Wang, X.*; Fu, R.*; et al.
Journal of the American Chemical Society, 142(41), p.17662 - 17669, 2020/10
Times Cited Count:21 Percentile:73.83(Chemistry, Multidisciplinary)Solid-state topochemical polymerization (SSTP) is a promising method to construct functional crystalline polymeric materials, but in contrast to various reactions that happen in solution, only very limited types of SSTP reactions are reported. Diels-Alder (DA) and dehydro-DA (DDA) reactions are textbook reactions for preparing six-membered rings in solution but are scarcely seen in solid-state synthesis. Here, using multiple cutting-edge techniques, we demonstrate that the solid 1,4-diphenylbutadiyne (DPB) undergoes a DDA reaction under 10-20 GPa with the phenyl as the dienophile. The crystal structure at the critical pressure shows that this reaction is "distance-selected". The distance of 3.2 between the phenyl and the phenylethynyl facilitates the DDA reaction, while the distances for other DDA and 1,4-addition reactions are too large to allow the bonding. The obtained products are crystalline armchair graphitic nanoribbons, and hence our studies open a new route to construct the crystalline carbon materials with atomic-scale control.
Wang, Y.*; Dong, X.*; Tang, X.*; Zheng, H.*; Li, K.*; Lin, X.*; Fang, L.*; Sun, G.*; Chen, X.*; Xie, L.*; et al.
Angewandte Chemie; International Edition, 58(5), p.1468 - 1473, 2019/01
Times Cited Count:35 Percentile:80.32(Chemistry, Multidisciplinary)Pressure-induced polymerization (PIP) of aromatics is a novel method to construct sp-carbon frameworks, and nanothreads with diamond-like structures were synthesized by compressing benzene and its derivatives. Here by compressing benzene-hexafluorobenzene cocrystal(CHCF), we identified H-F-substituted graphane with a layered structure in the PIP product. Based on the crystal structure determined from the in situ neutron diffraction and the intermediate products identified by the gas chromatography-mass spectrum, we found that at 20 GPa CHCF forms tilted columns with benzene and hexafluorobenzene stacked alternatively, which leads to a [4+2] polymer, and then transfers to short-range ordered hydrogenated-fluorinated graphane. The reaction process contains [4+2] Diels-Alder, retro-Diels-Alder, and 1-1' coupling, and the former is the key reaction in the PIP. Our studies confirmed the elemental reactions of the CHCF for the first time, which provides a novel insight into the PIP of aromatics.
Mizuta, Yukio*; Morishita, Norio; Kuwata, Keiji*
Proceedings of 2nd Asia-Pacific EPR/ESR Symposium, P. 14, 1999/11
no abstracts in English
JAERI-Review 95-002, 62 Pages, 1995/03
no abstracts in English
Yoshii, Fumio; Makuuchi, Keizo
Zairyo Gijutsu, 10(9), p.280 - 288, 1992/00
no abstracts in English
; ; Machi, Sueo;
JAERI-M 7834, 83 Pages, 1978/09
no abstracts in English
; Yamaguchi, Koichi;
JAERI-M 7621, 22 Pages, 1978/04
no abstracts in English
;
JAERI-M 7593, 15 Pages, 1978/03
no abstracts in English
;
JAERI-M 7497, 133 Pages, 1978/02
no abstracts in English
; ; ; Machi, Sueo
JAERI-M 7496, 37 Pages, 1978/01
no abstracts in English
; ; ; Nakajima, Hayato; Machi, Sueo
JAERI-M 7495, 21 Pages, 1978/01
no abstracts in English
; Kaetsu, Isao
Angewandte Makromolekulare Chemie, 69(1006), p.15 - 32, 1978/00
Times Cited Count:3no abstracts in English
; ; *
J.Appl.Polym.Sci., 22, p.3311 - 3325, 1978/00
Times Cited Count:14no abstracts in English
; ; *
J.Appl.Polym.Sci., 21(10), p.2683 - 2693, 1977/10
Times Cited Count:14no abstracts in English
Hagiwara, Miyuki; *; Araki, Kunio; *
J.Macromol.Sci.,Part A, 10(5), p.781 - 793, 1976/05
no abstracts in English
; ;
Nihon Kagakkai-Shi, 1973(6), p.1188 - 1194, 1973/06
no abstracts in English
*; Hagiwara, Miyuki
Jugo Hannoron, P. 211, 1972/00
no abstracts in English
; *
Kagaku, 26(1), p.73 - 86, 1972/00
no abstracts in English
; *
Kagaku, 26(2), p.189 - 202, 1972/00
no abstracts in English
; *
Kagaku, 26(3), p.288 - 303, 1972/00
no abstracts in English