Site-Selective Deuterated-Alkene Synthesis with Palladium on Boron Nitride

Site-Selective Deuterated-Alkene Synthesis with Palladium on Boron Nitride
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DOI:
10.1002/chem.201203337
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发表时间:
2013-01-01
影响因子:
4.3
通讯作者:
Sajiki, Hironao
Sajiki, Hironao
中科院分区:
化学2区
文献类型:
--
作者:
Yabe, Yuki;Sawama, Yoshinari;Sajiki, Hironao

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重质:在D2O/THF混合物中,发展了三乙胺介导的H-D交换反应,用于将未标记的炔(1)转化为[D-1]炔([D-1]-1)。此外,还讨论了以氮化硼钯(Pd/BN)为催化剂,以H-2或D-2为气相,由1或[D-1]-1制备位置选择性和区域选择性的氢化烯烃([D-n]-2)。生成的氢化产物是合成标记化合物的诱人和强大的工具,这些化合物在一系列科学领域中都是有用的(见方案)。
Heavy stuff: A triethylamine-mediated H-D exchange reaction for the conversion of unlabeled alkynes (1) into [D-1]alkynes ([D-1]-1) in a mixture of D2O/THF has been developed. Furthermore, the efficient preparation of site-and regioselectively deuterated alkenes ([D-n]-2) from 1 or [D-1]-1 with palladium on boron nitride (Pd/BN) as the catalyst and gaseous H-2 or D-2 is discussed. The resulting deuterated products are attractive and powerful tools for the synthesis of labeled compounds that are useful across a range of scientific fields (see scheme).