Boronic, diboronic and boric acid esters of 1,8-naphthalenediol – synthesis, structure and formation of boronium salts
作者:Chamila P. Manankandayalage、Daniel K. Unruh、Clemens Krempner
DOI:10.1039/d0dt00745e
日期:——
furnished the diboronic acid ester B2(1,8-O2C10H8)4 (16a) in ca. 70% yield. Cl-B(1,8-O2C10H8) (13a) was shown to react with OPEt3, DMAP, 1,10-phenanthroline and 2,2′-bipyridine, resp., to give the boronium salts [(Et3PO)2B(1,8-O2C10H8)]Cl (18a), [(DMAP)2B(1,8-O2C10H8)]Cl (22a), [(2,2′-bipyridine)B(1,8-O2C10H8)]Cl (23a) and [(1,10-phenanthroline)B(1,8-O2C10H8)]Cl (24a), which were characterized by NMR spectroscopy
1,8-萘二甲酸酯[1,8-O 2 C 10 H 8 ]负载的通式为XB(1,8-O 2 C 10 H 8)的硼酸酯和硼酸酯,其中X = C 6 H 5(1a),C 6 F 5(2a),3,4,5-F 3 -C 6 H 2(3a),2,4,6-F 3 -C 6 H 2(4a),2,6-F 2 -C 6 H 3(5a),2,6-氯2 -C 6 H 3( 6a),2,4,6-Me 3 -C 6 H 2( 7a),2,6-(MeO) 3 -C 6 H 3( 8a),Bu n( 9a),合成了MeO( 10a),OH( 11a)和Cl( 13a),进行了NMR光谱表征,并通过X射线晶体学测定了1a-5a, 8a和10a的固态结构。受体编号1a-7a和13a经测定,它们与儿茶酚类似物R-Bcat相似,表明这两类硼酸酯的路易斯酸度相似。B 2(NMe 2)4与1,8-萘二醇的反应,然后加入HCl,在大约30