Investigating the reactivity of 9-phenyl-9-borafluorene with N-H, O-H, P-H, and S-H bonds

被引：13
|
作者：
Laperriere, Leif E. [1 ]
Yruegas, Sam [1 ]
Martin, Caleb D. [1 ]
机构：
[1] Baylor Univ, Dept Chem & Biochem, One Bear Pl 97348, Waco, TX 76798 USA
来源：
TETRAHEDRON | 2019年 / 75卷 / 08期
基金：
美国国家科学基金会;
关键词：
Borafluorene; Ring opening; Boron; Anti-aromatic; Borole; RING EXPANSION REACTIONS; PERFLUOROARYL BORANES; CRYSTAL-STRUCTURE; BORON; PENTAPHENYLBOROLE; ACTIVATION; CHEMISTRY; INSERTION; ADDUCT; 9-BORAFLUORENES;
D O I：
10.1016/j.tet.2018.12.034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reactions of 9-phenyl-9-borafluorene with N-H, P-H, O-H, and S-H containing substrates were investigated. Protodeborylation reactions were observed for phenol, water, aniline, and parabromothiophenol. In the water reaction, both O-H bonds reacted with 9-phenyl-9-borafluorene to furnish the oxygen bridged diborane whereas only one of the N-H bonds in aniline reacted. Phenylphosphine coordinated to the boron center to give an adduct that did not react further. The results were compared to the corresponding reactions with the same substrates and pentaphenylborole. (C) 2018 Published by Elsevier Ltd.
引用
收藏
页码：937 / 943
页数：7
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