Ring inversion of CH2-X-CH2-bridged peri-naphthalenes. A dynamic n.m.r. study

J. Edgar Anderson; Flemming S. Jørgensen; Tove Thomsen

doi:10.1039/C39820000333

Ring inversion of CH₂-X-CH₂-bridged peri-naphthalenes. A dynamic n.m.r. study

J. Edgar Anderson^*, Flemming S. Jørgensen, Tove Thomsen

^*Corresponding author for this work

11 Citations (Scopus)

Abstract

Barriers to the inversion of the six-membered rings formed by bridging the 1 - and 8-positions of naphthalene with a CH₂-X-CH₂ chain (X = 0,S,Se, or Te) increase along the series, O<S<Se<Te, in marked contrast with the corresponding pentamethylene heterocycles, reflecting the importance of bond angle strain during inversion.

Original language	English
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	6
Pages (from-to)	333-334
Number of pages	2
ISSN	0022-4936
DOIs	https://doi.org/10.1039/C39820000333
Publication status	Published - 1 Jan 1982

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abstract = "Barriers to the inversion of the six-membered rings formed by bridging the 1 - and 8-positions of naphthalene with a CH2-X-CH2 chain (X = 0,S,Se, or Te) increase along the series, O<S<Se<Te, in marked contrast with the corresponding pentamethylene heterocycles, reflecting the importance of bond angle strain during inversion.",

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AB - Barriers to the inversion of the six-membered rings formed by bridging the 1 - and 8-positions of naphthalene with a CH2-X-CH2 chain (X = 0,S,Se, or Te) increase along the series, O<S<Se<Te, in marked contrast with the corresponding pentamethylene heterocycles, reflecting the importance of bond angle strain during inversion.

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Ring inversion of CH₂-X-CH₂-bridged peri-naphthalenes. A dynamic n.m.r. study

Abstract

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