Design, Synthesis, and Structural Analysis of Binaphthyl‐Based Chiral Benzindenes

IF 4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2026-04-25 DOI:10.1002/adsc.70478

Marko Gobin, Nikola Topolovčan

引用次数: 0

Abstract

Chiral benzindenes are an unexplored structural motif in the realm of organic synthesis. This is a result of a lack of synthetic protocols for constructing these compounds in which chirality does not arise from additional chiral substituents. This work introduces an unprecedented route toward chiral benzindenes as a new potential structural motif for further exploratory studies. Starting from readily available ( R )‐BINOL, the convergent synthesis over 9 steps culminated in benzindene with embedded chirality into the binaphthyl framework. The synthetic challenges associated with structural decoration are addressed and evaluated, while DFT and NMR structural analysis of the prepared chiral benzindene revealed its molecular characteristics.

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联萘基手性联苯醚的设计、合成及结构分析

手性联苯是有机合成领域中尚未开发的结构基序。这是由于缺乏构建这些化合物的合成方案，其中手性不是由附加的手性取代基产生的。这项工作介绍了一个前所未有的途径，手性联苯醚作为一个新的潜在的结构基序，为进一步的探索性研究。从现成的(R) - BINOL开始，经过9个步骤的会聚合成，最终得到具有嵌入手性的联苯醚到联萘基框架中。讨论和评价了与结构修饰相关的合成挑战，并对所制备的手性联苯进行了DFT和NMR结构分析，揭示了其分子特征。

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

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.