Synthesis and characterization of tetrathiatetraasterane

Nina V. Bojkova; Richard S. Glass

doi:10.1016/S0040-4039(98)02062-0

Synthesis and characterization of tetrathiatetraasterane

Nina V. Bojkova
, Richard S. Glass

Chemistry & Biochemistry - Sci

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

9 Scopus citations

Abstract

Irradiation of 1,4-dithiin gives the cis, syn, cis-photodimer in 70-80% yield whose structure has been unequivocally established by X-ray crystallographic methods. A minor product is formed in this photodimerization which is shown to the trans, anti, trans-photodimer by X-ray structural analysis. Irradiation of the syn photodimer produces tetrathiatetraasterane in 70% yield. The structure of this product is also proven by X-ray methods.

Original language	English (US)
Pages (from-to)	9125-9126
Number of pages	2
Journal	Tetrahedron Letters
Volume	39
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(98)02062-0
State	Published - Dec 10 1998

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(98)02062-0

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@article{f84515461eef41a5a891c24983d1c03e,

title = "Synthesis and characterization of tetrathiatetraasterane",

abstract = "Irradiation of 1,4-dithiin gives the cis, syn, cis-photodimer in 70-80\% yield whose structure has been unequivocally established by X-ray crystallographic methods. A minor product is formed in this photodimerization which is shown to the trans, anti, trans-photodimer by X-ray structural analysis. Irradiation of the syn photodimer produces tetrathiatetraasterane in 70\% yield. The structure of this product is also proven by X-ray methods.",

author = "Bojkova, \{Nina V.\} and Glass, \{Richard S.\}",

note = "Funding Information: Figure 3. ORTEP Drawing of 5. Tetrathiatetraasterane is a member of the class of compounds whose molecular shape resembles a four-pointed star. Tetraasteranes consisting of all carbon cages have also been synthesized and characterized. 46 In conclusion, the photodimer obtained by irradiation of 1,4-dithiin, first reported by Gollnick and Hartmann, is unequivocally established to have cis, syn, cis stereochemistry. Furthermore, irradiation of this dimer results in intramolecular \textbackslash{}[2+2\textbackslash{}]p hotocyclization to tetrathiatetraasterane 4b. Acknowledgment. The authors gratefully acknowledge support of this work by the National Science Foundation (CHE-9422200), The X-ray crystallographic structures were determined at the Molecular Structure Laboratory of the University of Arizona.",

year = "1998",

month = dec,

day = "10",

doi = "10.1016/S0040-4039(98)02062-0",

language = "English (US)",

volume = "39",

pages = "9125--9126",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "50",

}

TY - JOUR

T1 - Synthesis and characterization of tetrathiatetraasterane

AU - Bojkova, Nina V.

AU - Glass, Richard S.

N1 - Funding Information: Figure 3. ORTEP Drawing of 5. Tetrathiatetraasterane is a member of the class of compounds whose molecular shape resembles a four-pointed star. Tetraasteranes consisting of all carbon cages have also been synthesized and characterized. 46 In conclusion, the photodimer obtained by irradiation of 1,4-dithiin, first reported by Gollnick and Hartmann, is unequivocally established to have cis, syn, cis stereochemistry. Furthermore, irradiation of this dimer results in intramolecular \[2+2\]p hotocyclization to tetrathiatetraasterane 4b. Acknowledgment. The authors gratefully acknowledge support of this work by the National Science Foundation (CHE-9422200), The X-ray crystallographic structures were determined at the Molecular Structure Laboratory of the University of Arizona.

PY - 1998/12/10

Y1 - 1998/12/10

N2 - Irradiation of 1,4-dithiin gives the cis, syn, cis-photodimer in 70-80% yield whose structure has been unequivocally established by X-ray crystallographic methods. A minor product is formed in this photodimerization which is shown to the trans, anti, trans-photodimer by X-ray structural analysis. Irradiation of the syn photodimer produces tetrathiatetraasterane in 70% yield. The structure of this product is also proven by X-ray methods.

AB - Irradiation of 1,4-dithiin gives the cis, syn, cis-photodimer in 70-80% yield whose structure has been unequivocally established by X-ray crystallographic methods. A minor product is formed in this photodimerization which is shown to the trans, anti, trans-photodimer by X-ray structural analysis. Irradiation of the syn photodimer produces tetrathiatetraasterane in 70% yield. The structure of this product is also proven by X-ray methods.

UR - https://www.scopus.com/pages/publications/0032506579

UR - https://www.scopus.com/pages/publications/0032506579#tab=citedBy

U2 - 10.1016/S0040-4039(98)02062-0

DO - 10.1016/S0040-4039(98)02062-0

M3 - Article

AN - SCOPUS:0032506579

SN - 0040-4039

VL - 39

SP - 9125

EP - 9126

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Synthesis and characterization of tetrathiatetraasterane

Abstract

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