Reaction of di-t-butoxyethyne with Fe2(CO)9: X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion

David Fornals; Miquel A. Pericàs; Fèlix Serratosa; J. Vinaixa Serra; Manuel Font-Altaba; Xavier Solans

doi:10.1039/p19870002749

Reaction of di-t-butoxyethyne with Fe₂(CO)₉: X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion

David Fornals, Miquel A. Pericàs, Fèlix Serratosa^*, J. Vinaixa Serra, Manuel Font-Altaba, Xavier Solans

^*Corresponding author for this work

Research output: Indexed journal article › Article › peer-review

25 Citations (Scopus)

Abstract

Di-t-butoxyethyne (1a) reacts with [Fe₂(CO)₉] affording (tetra-t-butoxycyclopentadienone)-tricarbonyliron(0) (5a), the crystal structure of which has been determined by X-ray diffraction. Treatment of (5a) with trimethylamine oxide affords tetra-t-butoxycyclopentadienone (8), which had been previously converted into hydrocroconic acid (2) and the croconate dianion (3). On the other hand, (5a) with trifluoroacetic acid affords (tetrahydroxycyclopentadienone)tricarbonyliron(0) (5b), which is converted into the croconate dianion (3) by oxidation with molecular oxygen in basic medium.

Original language	English
Pages (from-to)	2749-2752
Number of pages	4
Journal	Journal of the Chemical Society, Perkin Transactions 1
DOIs	https://doi.org/10.1039/p19870002749
Publication status	Published - 1987
Externally published	Yes

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Fornals, D., Pericàs, M. A., Serratosa, F., Vinaixa Serra, J., Font-Altaba, M., & Solans, X. (1987). Reaction of di-t-butoxyethyne with Fe₂(CO)₉: X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion. Journal of the Chemical Society, Perkin Transactions 1, 2749-2752. https://doi.org/10.1039/p19870002749

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title = "Reaction of di-t-butoxyethyne with Fe2(CO)9: X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion",

abstract = "Di-t-butoxyethyne (1a) reacts with [Fe2(CO)9] affording (tetra-t-butoxycyclopentadienone)-tricarbonyliron(0) (5a), the crystal structure of which has been determined by X-ray diffraction. Treatment of (5a) with trimethylamine oxide affords tetra-t-butoxycyclopentadienone (8), which had been previously converted into hydrocroconic acid (2) and the croconate dianion (3). On the other hand, (5a) with trifluoroacetic acid affords (tetrahydroxycyclopentadienone)tricarbonyliron(0) (5b), which is converted into the croconate dianion (3) by oxidation with molecular oxygen in basic medium.",

author = "David Fornals and Peric{\`a}s, {Miquel A.} and F{\`e}lix Serratosa and {Vinaixa Serra}, J. and Manuel Font-Altaba and Xavier Solans",

year = "1987",

doi = "10.1039/p19870002749",

language = "English",

pages = "2749--2752",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "1472-7781",

publisher = "Chemical Society",

}

Fornals, D, Pericàs, MA, Serratosa, F, Vinaixa Serra, J, Font-Altaba, M & Solans, X 1987, 'Reaction of di-t-butoxyethyne with Fe₂(CO)₉: X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion', Journal of the Chemical Society, Perkin Transactions 1, pp. 2749-2752. https://doi.org/10.1039/p19870002749

Reaction of di-t-butoxyethyne with Fe₂(CO)₉: X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion. / Fornals, David; Pericàs, Miquel A.; Serratosa, Fèlix et al.
In: Journal of the Chemical Society, Perkin Transactions 1, 1987, p. 2749-2752.

Research output: Indexed journal article › Article › peer-review

TY - JOUR

T1 - Reaction of di-t-butoxyethyne with Fe2(CO)9

T2 - X-ray crystal structure of (tetra-t-butoxycyclopentadienone)tricarbonyliron(0) and an improved formal synthesis of hydrocroconic acid and the croconate dianion

AU - Fornals, David

AU - Pericàs, Miquel A.

AU - Serratosa, Fèlix

AU - Vinaixa Serra, J.

AU - Font-Altaba, Manuel

AU - Solans, Xavier

PY - 1987

Y1 - 1987

N2 - Di-t-butoxyethyne (1a) reacts with [Fe2(CO)9] affording (tetra-t-butoxycyclopentadienone)-tricarbonyliron(0) (5a), the crystal structure of which has been determined by X-ray diffraction. Treatment of (5a) with trimethylamine oxide affords tetra-t-butoxycyclopentadienone (8), which had been previously converted into hydrocroconic acid (2) and the croconate dianion (3). On the other hand, (5a) with trifluoroacetic acid affords (tetrahydroxycyclopentadienone)tricarbonyliron(0) (5b), which is converted into the croconate dianion (3) by oxidation with molecular oxygen in basic medium.

AB - Di-t-butoxyethyne (1a) reacts with [Fe2(CO)9] affording (tetra-t-butoxycyclopentadienone)-tricarbonyliron(0) (5a), the crystal structure of which has been determined by X-ray diffraction. Treatment of (5a) with trimethylamine oxide affords tetra-t-butoxycyclopentadienone (8), which had been previously converted into hydrocroconic acid (2) and the croconate dianion (3). On the other hand, (5a) with trifluoroacetic acid affords (tetrahydroxycyclopentadienone)tricarbonyliron(0) (5b), which is converted into the croconate dianion (3) by oxidation with molecular oxygen in basic medium.

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