Regioselective C-H activation of toluene with a 1,2-bis(N-7-azaindolyl)benzene platinum(II) complex

Zhao SB; Song DT; Jia WL; Wang SN

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Regioselective C-H activation of toluene with a 1,2-bis(N-7-azaindolyl)benzene platinum(II) complex

机译：1,2-双（N-7-氮杂吲哚基）苯铂（II）配合物对甲苯的区域选择性C-H活化

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A new organoplatinum(II) complex, Pt(1,2-BAB)(CH3)(2) (1) (1,2-BAB = 1,2-bis(N-7azaindolyl)benzene), has been synthesized and fully characterized. Compound 1, after reacting with 1 equiv of acid [H(Et2O)(2)] [BAr'(4)], Ar' = 3,5-bis(trifluoromethyl)phenyl, has been found to be able to activate benzene and toluene C-H bonds under mild conditions. The complexes resulting from C-H activation, {Pt(1,2-BAB)(Ph)(SMe2)}[BAr'(4)] (2), {Pt(1,2-BAB)(CH2Ph)(SMe2)} [BAr'(4)] (3), and {Pt(1,2-BAB)(CH2Ph)(CH3CN)} [BAr'(4)] (4), have been isolated and structurally characterized by NMR and single-crystal X-ray diffraction analyses. The investigation by H-1 NMR on the reaction mixture of 1 with toluene in the presence of [H(Et2O)(2)] [BAX'(4)] revealed that the m-tolyl and p-tolyl C-H activation products dominate initially. However, as the reaction time increases, the benzylic C-H activation product becomes the major product (after 3 h, the yield ratio of benzyl:m-tolyl-p-tolyl is 60%:12%: 11%). The cause for the high regioselectivity in toluene C-H activation by complex 1 is not fully understood.

机译：一种新的有机铂（II）配合物Pt（1,2-BAB）（CH3）（2）（1）（1,2-BAB = 1,2-双（N-7氮杂吲哚基）苯）已合成并完全表征。已发现化合物1与1当量的酸[H（Et2O）（2）] [BAr'（4）]反应后，Ar'= 3,5-双（三氟甲基）苯基，可以活化苯并甲苯CH键在温和的条件下。 CH活化产生的络合物{Pt（1,2-BAB）（Ph）（SMe2）} [BAr'（4）]（2），{Pt（1,2-BAB）（CH2Ph）（SMe2）} [BAr'（4）]（3）和{Pt（1,2-BAB）（CH2Ph）（CH3CN）} [BAr'（4）]（4）已被分离并通过NMR和单-晶体X射线衍射分析。在[H（Et2O）（2）] [BAX'（4）]存在下，通过H-1 NMR对1与甲苯的反应混合物进行的研究表明，间甲苯基和对甲苯基CH活化产物起主要作用。但是，随着反应时间的增加，苄基C-H活化产物成为主要产物（3小时后，苄基：间甲苯基-对甲苯基的收率为60％：12％：11％）。络合物1导致甲苯C-H活化的区域选择性高的原因尚不完全清楚。

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《Organometallics》 |2005年第13期|共7页
作者
Zhao SB; Song DT; Jia WL; Wang SN;
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正文语种 eng
中图分类有机化学;
关键词
CATIONIC PT(II) COMPLEXES; BOND ACTIVATION; BENZENE; ARYL;

机译：阳离子PT（II）配合物;键合;苯;芳基;

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1. Regioselective C-H activation of toluene with a 1,2-bis(N-7-azaindolyl)benzene platinum(II) complex [J] . Zhao SB, Song DT, Jia WL, Organometallics . 2005,第13期

机译：1,2-双（N-7-氮杂吲哚基）苯铂（II）配合物对甲苯的区域选择性C-H活化
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Regioselective C-H activation of toluene with a 1,2-bis(N-7-azaindolyl)benzene platinum(II) complex

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