Interlocking Pseudorotaxanes through Borane- and Boronic Ester-Mediated Carbon–Carbon Bond Formation

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-30 DOI:10.1021/acs.orglett.5c01233

Jia-Jyun Jian, Min-Xuan Zhang, Yi-Hung Liu, Sheng-Hsien Chiu

引用次数: 0

Abstract

Employing 9-BBN and pinacol boronic ester as surrogate stoppers, pseudorotaxanes presenting terminal alkenes can be transformed into organoborane or organoboronate rotaxanes, respectively. Various boron-based reactions can then be used to replace these temporary stoppers with bulky derivatives of aromatic bromides, α-bromo ketones, or 1-bromo-1-alkynes, facilitating the selective formation of sp³–sp², sp³–sp³, and sp³–sp carbon–carbon single bonds, respectively.

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通过硼烷和硼酯介导的碳-碳键形成联锁假环烷

以9-BBN和品萘酚硼酯作为替代填料，具有末端烯烃的假环烷可分别转化为有机硼烷或有机硼酸轮烷。然后，各种硼基反应可以用芳香溴、α-溴酮或1-溴-1-炔的大体积衍生物取代这些临时阻滞剂，促进sp3-sp2、sp3-sp3和sp3-sp碳-碳单键的选择性形成。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.