Carbon-tin σ-bond participation in solvolysis: A pronounced ε-effect in 5-mesyloxycyclooctyltrimethylstannanes

DOI: 10.1039/CC9960001907

Source and publish data:

Chemical Communications p. 1907 - 1908 (1996)

Update date:2022-08-03

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Authors:

Riches, Bruce H.

Kitching, William

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Article abstract of DOI:10.1039/CC9960001907

cis-5-Mesyloxycyclooctyltrimethylstannane solvolyses in 80% ethanol-20% water ca. 800 times faster than the trans-isomer and affords exclusively bicyclo[3.3.0]octane, consistent with a stereoelectronically regulated 1,5-percaudal interaction (ε-effect) from the C-Sn σ-bond.

Full text of DOI:10.1039/CC9960001907

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