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Synthesis of 3-Aryl-ortho-carboranes with Sensitive Functional Groups.

ABSTRACT: A simple and efficient method was developed for the one-pot synthesis of 3-aryl derivatives of ortho-carborane with sensitive functional groups using 3-iodo-ortho-carborane and aryl zinc bromides that were generated in situ. A series of 3-aryl-ortho-carboranes, including those containing nitrile and ester groups, 3-RC₆H₄-1,2-C₂B₁₀H₁₁ (R = p-Me, p-NMe₂, p-OCH₂OMe, p-OMe, o-CN, p-CN, o-COOEt, m-COOEt, p-COOEt) was synthesized using this approach. The solid-state structures of 3-RC₆H₄-1,2-C₂B₁₀H₁₁ (R = p-OMe, o-CN, and p-CN) were determined by single crystal X-ray diffraction. The intramolecular hydrogen bonding involving the ortho-substituents of the aryl ring and the CH and BH groups of carborane was discussed.

SUBMITTER: Anufriev SA

PROVIDER: S-EPMC8659134 | biostudies-literature |

REPOSITORIES: biostudies-literature

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