Pinpoint-fluorinated phenanthrene synthesis based on C-F bond activation of difluoroalkenes

被引：29
作者：
Fuchibe, Kohei [1 ]
Morikawa, Toshiyuki [1 ]
Ueda, Ryu [1 ]
Okauchi, Tatsuo [2 ]
Ichikawa, Junji [1 ]
机构：
[1] Univ Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, Japan
[2] Kyushu Inst Technol, Dept Appl Chem, Kitakyushu, Fukuoka 8048550, Japan
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2015年 / 179卷
关键词：
Catalyst; Fluoroalkenes; Packing; Palladium; Polycyclic aromatic hydrocarbons; Semiconductors; GEM-DIFLUOROOLEFINATION; ELECTROPHILIC FLUORINATION; CATALYZED FLUORINATION; TRANSISTOR APPLICATION; FUNCTIONALIZED ARYL; FACILE SYNTHESIS; HALEX REACTION; LATE-STAGE; PALLADIUM; CYCLIZATION;
D O I：
10.1016/j.jfluchem.2015.06.008
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Treatment with a cationic palladium(II) catalyst promoted the Friedel-Crafts-type cyclization of 1,1-difluoro-1-alkenes bearing a biphenyl skeleton to afford regioselectively fluorinated (pinpoint-fluorinated) phenanthrenes via C-F bond activation. The obtained pinpoint-fluorinated phenanthrenes were observed to be organized by pi-pi and C-H center dot center dot center dot F interactions to exhibit columnar and layer structures in the solid state. (C) 2015 Elsevier B.V. All rights reserved.
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收藏
页码：106 / 115
页数：10
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