Stabilization of the cyclopropenum and cyclopropenone ring systems by ferrocene. A 13C nuclear magnetic resonance study

Israel Agranat; Eliezer Aharon-Shalom; Albert J. Fry; Richard L. Krieger; William O. Krug

doi:10.1016/0040-4020(79)80088-5

Stabilization of the cyclopropenum and cyclopropenone ring systems by ferrocene. A ¹³C nuclear magnetic resonance study

Israel Agranat^*, Eliezer Aharon-Shalom, Albert J. Fry, Richard L. Krieger, William O. Krug

^*Corresponding author for this work

Institute of Chemistry

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Abstract

The ¹³C NMR spectra of diferocenylcyclopropenone (1) and the triferrocenylcyclopropenium (2) and ferrocenyldiphenylcyclopropenium (3) cations in non-acidic media are analyzed with special reference to the information they afford concerning charge distribution in these species. A delocalization of the positive charge into the remote unsubstituted five-membered rings of 2 and 3 is indicated. The role of the metal as a conduit for this effect is suggested.

Original language	English
Pages (from-to)	733-740
Number of pages	8
Journal	Tetrahedron
Volume	35
Issue number	6
DOIs	https://doi.org/10.1016/0040-4020(79)80088-5
State	Published - 1979

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title = "Stabilization of the cyclopropenum and cyclopropenone ring systems by ferrocene. A 13C nuclear magnetic resonance study",

abstract = "The 13C NMR spectra of diferocenylcyclopropenone (1) and the triferrocenylcyclopropenium (2) and ferrocenyldiphenylcyclopropenium (3) cations in non-acidic media are analyzed with special reference to the information they afford concerning charge distribution in these species. A delocalization of the positive charge into the remote unsubstituted five-membered rings of 2 and 3 is indicated. The role of the metal as a conduit for this effect is suggested.",

author = "Israel Agranat and Eliezer Aharon-Shalom and Fry, {Albert J.} and Krieger, {Richard L.} and Krug, {William O.}",

year = "1979",

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T1 - Stabilization of the cyclopropenum and cyclopropenone ring systems by ferrocene. A 13C nuclear magnetic resonance study

AU - Agranat, Israel

AU - Aharon-Shalom, Eliezer

AU - Fry, Albert J.

AU - Krieger, Richard L.

AU - Krug, William O.

PY - 1979

Y1 - 1979

N2 - The 13C NMR spectra of diferocenylcyclopropenone (1) and the triferrocenylcyclopropenium (2) and ferrocenyldiphenylcyclopropenium (3) cations in non-acidic media are analyzed with special reference to the information they afford concerning charge distribution in these species. A delocalization of the positive charge into the remote unsubstituted five-membered rings of 2 and 3 is indicated. The role of the metal as a conduit for this effect is suggested.

AB - The 13C NMR spectra of diferocenylcyclopropenone (1) and the triferrocenylcyclopropenium (2) and ferrocenyldiphenylcyclopropenium (3) cations in non-acidic media are analyzed with special reference to the information they afford concerning charge distribution in these species. A delocalization of the positive charge into the remote unsubstituted five-membered rings of 2 and 3 is indicated. The role of the metal as a conduit for this effect is suggested.

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JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

Stabilization of the cyclopropenum and cyclopropenone ring systems by ferrocene. A ¹³C nuclear magnetic resonance study

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