Synthesis of Multi-Substituted Azatriphenylenes by Iridium-Catalyzed [2+2+2] Cycloaddition of Biaryl-Linked Diynes with Nitriles.

Title Synthesis of Multi-Substituted Azatriphenylenes by Iridium-Catalyzed [2+2+2] Cycloaddition of Biaryl-Linked Diynes with Nitriles.
Authors R. Takeuchi; S. Fujisawa; Y. Yoshida; J. Sagano; T. Hashimoto; A. Matsunami
Journal J Org Chem
DOI 10.1021/acs.joc.7b02784
Abstract

A convenient synthesis of multi-substituted azatriphenylenes is reported. [Ir(cod)Cl]2/diphosphine was an efficient catalyst for the [2+2+2] cycloaddition of biaryl-linked diynes with nitriles to give multi-substituted azatriphenylenes in high yields. Aromatic, heteroaromatic, aliphatic and functionalized nitriles could be used for the reaction.

Citation R. Takeuchi; S. Fujisawa; Y. Yoshida; J. Sagano; T. Hashimoto; A. Matsunami.Synthesis of Multi-Substituted Azatriphenylenes by Iridium-Catalyzed [2+2+2] Cycloaddition of Biaryl-Linked Diynes with Nitriles.. J Org Chem. 2018. doi:10.1021/acs.joc.7b02784

Related Elements

Iridium

See more Iridium products. Iridium (atomic symbol: Ir, atomic number: 77) is a Block D, Group 9, Period 6 element with an atomic weight of 192.217. The number of electrons in each of iridium's shells is [2, 8, 18, 32, 15, 2] and its electron configuration is [Xe] 4f14 5d7 6s2. Iridium Bohr ModelThe iridium atom has a radius of 136 pm and a Van der Waals radius of 202 pm. Iridium was discovered and first isolated by Smithson Tennant in 1803. In its elemental form, Iridium has a silvery white appearance. Iridium is a member of the platinum group of metals.Elemental Iridium It is the most corrosion resistant metal known and is the second-densest element (after osmium). It will not react with any acid and can only be attacked by certain molten salts, such as molten sodium chloride. Iridium is found as an uncombined element and in iridium-osmium alloys. Iridium's name is derived from the Greek goddess Iris, personification of the rainbow, on account of the striking and diverse colors of its salts.

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