Pyrimidine ortho-quinodimethanes. Part 2: Synthesis of new [60]fullerene adducts based on substituted pyrimidine derivatives and their 1H NMR dynamic study
Pyrimidine ortho-quinodimethanes. Part 2: Synthesis of new [60]fullerene adducts based on substituted pyrimidine derivatives and their 1H NMR dynamic study
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DOI：
10.1016/j.tet.2009.05.026
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发表时间：
2009-07-18
期刊：
影响因子：
2.1
通讯作者：
Almy, John
中科院分区：
文献类型：
--
作者：
Herrera, Antonio;Martinez-Alvarez, Roberto;Almy, John
The Diels-Alder reaction of various pyrimidine ortho-quinodimethanes generated in situ with C-60 gives access to a variety of new fullerodihydroquinazoline derivatives. This variety is increased since substituents on the pyrimidine ring can be easily modified before or after its reaction with C-60. Variable temperature H-1 NMR spectra provided thermodynamic parameters related to the boat-to-boat interconversion of the cyclohexene ring fused to the fullerene moiety. The mass spectra of the prepared cycloadducts show that the retro-Diels-Alder process takes place easily with elimination of the corresponding diene molecule. (C) 2009 Elsevier Ltd. All rights reserved.
