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首页> 外文期刊>Zeitschrift fur Anorganische und Allgemeine Chemie >Multiple functionalization of bis(2-pyridylimino)isoindole (BPI) ligands: Their modular synthesis and coordination to palladium(II)
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Multiple functionalization of bis(2-pyridylimino)isoindole (BPI) ligands: Their modular synthesis and coordination to palladium(II)

机译：双（2-吡啶基氨基）异吲哚（BPI）配体的多重功能化：其模块化合成和与钯（II）的配位

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Polyether dendritic wedges have been attached to bis(2pyridylimino)isoindole (BPI) ligands, and the corresponding Pd-II complexes have been synthesized and studied as hydrogenation catalysts. The fixation of dendrons at the ligand framework was carried out at the stage of the phthalodinitrile precursor of the BPI ligands by nucleophilic substitution of 4-nitrophthalodinitrile with the in situ generated alcoholates. Reaction of 1,3-dibenzyloxy-2propanol [G-1] and the coupling of Frechet's first and second generation arylether dendrons [(3,5)-G-1]-OH, [t-Bu-(3,5)-G-1]-OH and [(3,5)-G-2]-OH with 4-nitrophthalodinitrile gave the corresponding O-coupled phthalodinitrile derivatives. The synthesis of the BPI ligands was achieved by reaction with two molar equivalents of 2-amino-5-bromopyridine to give the protioligands (11-Br)-BPI-[G-1] (4) and (11-Br)-BPI-[R-(3,5)-G-1] (R = H: 5a, tBu: 5b) whereas the reaction of compound 5a with Me3SiCCH, Ph3SiCCH and PhCCH, using Sonogashira's [Pd(PPh3)(4)/CuI catalyst, gave the corresponding bis(alkynyl)-derivatives. All the protioligands were cleanly metallated to give the corresponding palladium(II) complexes. In contrast to the unsubstituted complex, its dendrimer functionalized derivatives [(11-Br)-BPI-[R-(3.5)-G-1]-PdCl] (R = H: 9a, tBu : 9b) and [(11-Br)-BPI-[(3,5)-G-2]-PdCl] (11) hydrogenated styrene and I-octene without decomposition (TOF = 5 h(-1) at T = 295 K p(H,) = 1 bar, 2 mol% cat.) and among these, catalyst 11, carrying the 2(nd) generation dendron displayed sufficient stability to be isolated and reused several times.
机译：聚醚树枝状楔形物已连接到双（2pyridylimino）异吲哚（BPI）配体，并已合成和研究了相应的Pd-II配合物作为氢化催化剂。树突在配体骨架上的固定是在BPI配体的邻苯二甲酸酯前体阶段，通过用原位生成的醇化物亲核取代4-硝基邻苯二甲腈来进行的。 1,3-二苄氧基-2-丙醇[G-1]的反应与弗雷谢特第一代和第二代芳醚树枝状分子[（3,5）-G-1] -OH，[t-Bu-（3,5）-具有4-硝基邻苯二甲腈的G-1] -OH和[（3,5）-G-2] -OH给出了相应的O-偶联邻苯二甲腈衍生物。 BPI配体的合成是通过与2摩尔当量的2-氨基-5-溴吡啶反应生成蛋白配体（11-Br）-BPI- [G-1]（4）和（11-Br）-BPI -[R-（3,5）-G-1]（R = H：5a，tBu：5b），而化合物5a使用Sonogashira的[Pd（PPh3）（4）/ CuI与Me3SiCCH，Ph3SiCCH和PhCCH反应催化剂，得到相应的双（炔基）衍生物。干净地将所有的配体配体金属化，得到相应的钯（II）配合物。与未取代的复合物相反，其树枝状聚合物官能化衍生物[（11-Br）-BPI- [R-（3.5）-G-1] -PdCl]（R = H：9a，tBu：9b）和[（11- Br）-BPI-[[（3,5）-G-2] -PdCl]（11）氢化苯乙烯和I-辛烯而不分解（TOF = 5 h（-1）在T = 295 K p（H，）=其中1bar，2mol％催化剂。并且其中，带有第二（d）代树突的催化剂11显示出足够的稳定性，可以分离并重复使用多次。

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