NEW HETEROAROMATIC COMPOUNDS .15. HALOGENATION OF 2-METHYL-2,1-BORAZARONAPHTHALENE
NEW HETEROAROMATIC COMPOUNDS .15. HALOGENATION OF 2-METHYL-2,1-BORAZARONAPHTHALENE
复制标题
DOI：
10.1021/jo01067a053
复制
发表时间：
1961-01-01
影响因子：
3.6
通讯作者：
DIETZ, R
中科院分区：
文献类型：
--
作者：
DEWAR, MJ;DIETZ, R
2-甲基-2，1-硼氮杂萘的溴化反应得到3-溴衍生物与邻氨基-溴苯乙烯的混合物，氯化反应得到类似产物。这些反应的第一步似乎是形成一个涉及3，4-键的IR-络合物; 10，9-硼氮杂菲的衍生物在6-和8-位上发生卤化、硝化、2和Eriedel-Crafts乙酰化反应3，正如MO理论的简单微扰形式所预测的那样，该理论已被证明是对其他芳族化合物中取代方向的良好半定量指导。
Bromination of 2-methyl-2, 1-borazaronaphthalene gives a mixture of the 3-bromo derivative together with o-amino--bromostyrene, chlorination gives analogous products. The first step in these reactions seems to be the formation of a ir-com-plex involving the 3, 4-bond; the possibility that similar ir-complexes may be formed as intermediates in the substitution of other aromatic compounds is discussed.Derivatives of 10, 9-borazarophenanthrene under-go halogenation, 2 nitration, 2 and Eriedel-Crafts acetylation3 in the 6-and 8-positions, as predicted by the simple perturbation form of the MO theory that has proved a good semiquantitative guide to the orientation of substitution in other aromatic