mCPBA选择性B(9)-H键氧化o/m-碳硼烷。

IF 4.7 2区 化学 Q1 CHEMISTRY, INORGANIC & NUCLEAR
Yi-Ge Li,Yan-Na Ma
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引用次数: 0

摘要

在六氟异丙醇(HFIP)中,以三氟甲烷磺酸(HOTf)为促进剂,用mCPBA直接氧化o/m-碳硼烷,制备了一种高效、温和的B(9)-OH-o/m-碳硼烷。与我们之前报道的使用HNO3作为氧化剂的方法相比,本方法具有更强的温和性,可以直接羟基化1,2-二芳基-邻碳硼烷,并首次合成B(8)-羟基化的邻碳硼烷衍生物。进一步研究了9- oh -o-碳硼烷的酯化反应,使碳硼烷部分成功地结合到药物分子中。为碳硼烷衍生物在配位化学、材料化学、医学等领域的研究,特别是硼中子俘获治疗(BNCT)领域的研究提供了物质基础。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Selective B(9)-H Bond Oxidation of o/m-Carboranes with mCPBA.
Herein, we have developed an efficient and mild synthetic protocol for the preparation of B(9)-OH-o/m-carboranes by the directly oxidation of o/m-carboranes with mCPBA in hexafluoroisopropanol (HFIP), using trifluoromethanesulfonic acid (HOTf) as a promoter. In comparison to our previously reported method using HNO3 as the oxidant, the present method demonstrates enhanced mildness, enabling the direct hydroxylation of 1,2-diaryl-o-carboranes and, for the first time, the synthesis of B(8)-hydroxylated o-carborane derivatives. The esterification of 9-OH-o-carborane was further investigated, enabling the successful incorporation of the carboranyl moiety into drug molecules. It provides a material basis for the research of carborane derivatives in coordination chemistry, materials chemistry, and medicine, especially in the field of boron neutron capture therapy (BNCT).
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来源期刊
Inorganic Chemistry
Inorganic Chemistry 化学-无机化学与核化学
CiteScore
7.60
自引率
13.00%
发文量
1960
审稿时长
1.9 months
期刊介绍: Inorganic Chemistry publishes fundamental studies in all phases of inorganic chemistry. Coverage includes experimental and theoretical reports on quantitative studies of structure and thermodynamics, kinetics, mechanisms of inorganic reactions, bioinorganic chemistry, and relevant aspects of organometallic chemistry, solid-state phenomena, and chemical bonding theory. Emphasis is placed on the synthesis, structure, thermodynamics, reactivity, spectroscopy, and bonding properties of significant new and known compounds.
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