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Synthesis of new nido-carborane based carboxylic acids and amines

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Abstract A series of new nido-carborane based carboxylic acids 10-HOOC(CH2)n(Me)S-7,8-C2B9H11 (n = 1–4) was prepared by alkylation of tetrabutylammonium salt of 10-methylthio-7,8-dicarba-nido-caborane with ω-halogenoalkyl esters or nitriles followed by acid hydrolysis. Likewise… Click to show full abstract

Abstract A series of new nido-carborane based carboxylic acids 10-HOOC(CH2)n(Me)S-7,8-C2B9H11 (n = 1–4) was prepared by alkylation of tetrabutylammonium salt of 10-methylthio-7,8-dicarba-nido-caborane with ω-halogenoalkyl esters or nitriles followed by acid hydrolysis. Likewise nido-carborane based amines 10-H2N(CH2)n(Me)S-7,8-C2B9H11 (n = 2, 3) were obtained using ω-bromoalkylphthalimides as alkylating agents followed by removal of the protecting group with hydrazine. Structure of 10-C6H4(CO)2NCH2CH2(Me)S-7,8-C2B9H11 was determined by single crystal X-ray diffraction.

Keywords: carborane based; new nido; carboxylic acids; based carboxylic; nido carborane

Journal Title: Polyhedron
Year Published: 2018

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