One-Step Trimethylstannylation of Benzyl and Alkyl Halides
Trialkylstannanes are good leaving groups that have been used for the formation of carbon–metal bonds to electrode surfaces for analyses of single-molecule conductivity. Here, we report the multistep synthesis of two amide-containing compounds that are of interest in studies of molecular rectifiers. Each molecule has two trimethylstannyl units, one linked by a methylene and the other by an ethylene group. To account for the very different reactivities of the parent halides, a new methodology for one-step trimethylstannylation was developed and optimized.
This article is cited by 3 publications.
- Songyi Li, Chang Lian, Guanglu Yue, Jianning Zhang, Di Qiu, Fanyang Mo. Transition Metal Free Stannylation of Alkyl Halides: The Rapid Synthesis of Alkyltrimethylstannanes. The Journal of Organic Chemistry 2022, 87 (6) , 4291-4297. https://doi.org/10.1021/acs.joc.1c03135
- Silvia Roscales, Aurelio G. Csákÿ. Synthesis of Mono-N-Methyl Aromatic Amines from Nitroso Compounds and Methylboronic Acid. ACS Omega 2019, 4 (9) , 13943-13953. https://doi.org/10.1021/acsomega.9b01608
- Jianpeng Ma, Yalin Li, Pengjun Wu, Jinhua Zhao, Weixin Zheng. Ultrasound‐Mediated Monodesulfonation of Polyphenol Sulfonate and One‐Pot Generation of Alkyl Aryl Ether under Solvent‐Free Conditions. ChemistrySelect 2023, 8 (17) https://doi.org/10.1002/slct.202300659