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

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

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",

doi = "10.1016/0040-4020(79)80088-5",

language = "אנגלית",

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journal = "Tetrahedron",

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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.

UR - https://www.scopus.com/pages/publications/0000898036

U2 - 10.1016/0040-4020(79)80088-5

DO - 10.1016/0040-4020(79)80088-5

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AN - SCOPUS:0000898036

SN - 0040-4020

VL - 35

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EP - 740

JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

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

Abstract

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