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The first stereospecific arylation of ( Z )‐germyl(stannyl)ethenes with an aryl halide or heteroaryl halide under palladium‐catalysis
Author(s) -
Kataishi Takumi,
Kato Kotaro,
Makihara Yoshiaki,
Kitashima Yuichi,
Ohara Sigeru,
Anzai Fumiaki,
Inokuma Seiich,
Oku Hiroyuki,
Ubukata Masaaki,
Takahashi Yutaka,
Nakano Taichi
Publication year - 2008
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1453
Subject(s) - chemistry , halide , stereospecificity , aryl , catalysis , palladium , walden inversion , medicinal chemistry , stereochemistry , organic chemistry , alkyl
A combination catalyst of Pd(dba) 2 ‐PPh 3 ‐CuI‐LiCl or Pd(dba) 2 ‐P(2‐furyl) 3 ‐CuI‐LiCl effectively catalyzed the cross‐coupling of ( Z )‐germyl(stannyl)ethenes with aryl halides, providing novel triethyl(2,2‐diarylethenyl)germanes in good to high yields. The reaction proceeds with retention of configuration. Cross‐coupling results in the formation of phenylene or phenyleneethynylene derivatives with terminal stereochemically defined vinylgermane unit(s). Copyright © 2008 John Wiley & Sons, Ltd.

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