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Rhodium-Catalyzed Generation of Anhydrous Hydrogen Iodide: An Effective Method for the Preparation of Iodoalkanes.

ロジウム触媒を用いた無水ヨウ化水素の生成とヨードアルカン合成への応用

other not specified not assessed

Abstract

This study describes a novel rhodium-catalyzed approach for generating anhydrous hydrogen iodide (HI) directly from molecular hydrogen (H2) and iodine, reported here for the first time. The anhydrous HI produced demonstrated high reactivity toward a range of substrates—including alkenes, phenyl aldehydes, alcohols, and cyclic ethers—enabling their conversion to the corresponding iodoalkanes with excellent atom economy. This methodology provides a practical and efficient route for iodoalkane preparation in organic synthesis, circumventing the limitations associated with aqueous HI systems.

Mechanism

A rhodium catalyst facilitates the direct combination of molecular hydrogen and iodine to yield anhydrous HI, which subsequently reacts with alkenes, aldehydes, alcohols, and cyclic ethers to produce iodoalkanes with high atom economy.

Bibliographic

Authors
Zeng C, Shen G, Yang F, Chen J, Zhang XQ, Gu C, et al.
Journal
Org Lett
Year
2018 (2018-11-02)
PMID
30350672
DOI
10.1021/acs.orglett.8b02980

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Delivery context

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

Safety notes

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

See also:

Cite as: H2 Papers — PMID 30350672. https://h2-papers.org/en/papers/30350672
Source: PubMed PMID 30350672