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A new generation of pi-basic dearomatization agents

机译：新一代pi碱性脱芳香剂

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摘要

A new generation of dearomatizing pi-bases having the general form {TpM(L)(pi-acid)} (where Tp = hydridotris(pyrazolyl)borate, M = rhenium, molybdenum, tungsten, L = variable ligand, and pi-acid = CO, NO+) has been developed. These fragments show reactivity patterns similar to those of their pentaammineosmium(II) predecessor, binding aromatic molecules across two carbons and subsequently activating these ligands toward electrophilic addition and cycloaddition reactions. In many cases, these second-generation dearomatization agents show a greater degree of pi-back-bonding than was observed for the analogous pentaammineosmium(II) complexes. A number of unprecedented reaction pathways have been discovered for these second-generation systems, most notably a broad array of cyclization reactions. In addition, these chiral-at-metal dearomatization agents are readily resolved and have been utilized in reaction sequences to give highly enantioenriched polycyclic molecules from common aromatic precursors.
机译：通用形式{TpM（L）（pi-acid）}（其中Tp =氢化三（吡唑基）硼酸酯，M = ,、钼，钨，L =可变配体和pi-酸）的新一代脱芳香化pi-碱= CO，NO +）已开发出来。这些片段显示出与其前者五胺os（II）相似的反应模式，将芳族分子结合在两个碳原子上，随后将这些配体活化为亲电加成和环加成反应。在许多情况下，与类似的五胺os（II）配合物相比，这些第二代脱芳香化剂显示出更高的pi背键结合度。对于这些第二代系统，已经发现了许多前所未有的反应途径，最著名的是各种各样的环化反应。另外，这些手性金属脱芳香化剂易于拆分，并已用于反应顺序中，以从常见的芳香族前体中得到高度对映体富集的多环分子。

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