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Synthesis and Thermal Ring Opening of trans-3,4-Disilylcyclobutene

✍ Scribed by Masahiro Murakami; Munehiro Hasegawa

Publisher: John Wiley and Sons
Year: 2004
Tongue: English
Weight: 238 KB
Volume: 116
Category: Article
ISSN: 0044-8249
DOI: 10.1002/ange.200460144

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✦ Synopsis

Ring opening of 9: A solution of 9 (19.8 mg, 0.10 mmol) and galvinoxyl (2.0 mg, 4.7 mmol; added to prevent isomerization of the olefin geometries of the products) [21] in n-decane (50 mL) was placed in a screw-capped vial under a nitrogen atmosphere. The mixture was then stirred at 110 8C in an oil bath. The ring-opening reaction to form 10 and 11 was monitored by 1 H NMR spectroscopy. 10: 1 H NMR (300 MHz): d = 6.98-7.06 (m, 2 H), 5.74-5.82 (m, 2 H), 0.17 ppm (s, 18 H); 13 C NMR (75 MHz): d = 145.0, 135.1, 0.3 ppm. 11: 1 H NMR (300 MHz): d = 6.51-6.58 (m, 2 H), 5.89-5.96 (m, 2 H), 0.10 ppm (s, 18 H); 13 C NMR (75 MHz): d = 146.6, 134.8, À1.3 ppm. [22]

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