Intramolecular thermal cyclotrimerization of an acyclic triyne: An uncatalyzed process

Martin G. Kociolek; Richard P. Johnson

doi:10.1016/S0040-4039(99)00727-3

Intramolecular thermal cyclotrimerization of an acyclic triyne: An uncatalyzed process

Martin G. Kociolek, Richard P. Johnson

School of Science (Behrend)

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

23 Scopus citations

Abstract

Flash vapor pyrolysis of 1,6,11-dodecatriyne at 500 to 600 °C and 0.01 torr affords 1,2,3,6,7,8-Hexahydro-[as]-indacene and dehydro derivatives. An uncatalyzed and highly exothermic two-step cycloaromatization mechanism is suggested. This proceeds through initial formation of a 1,4-diradical.

Original language	English (US)
Pages (from-to)	4141-4144
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	22
DOIs	https://doi.org/10.1016/S0040-4039(99)00727-3
State	Published - May 28 1999

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(99)00727-3

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title = "Intramolecular thermal cyclotrimerization of an acyclic triyne: An uncatalyzed process",

abstract = "Flash vapor pyrolysis of 1,6,11-dodecatriyne at 500 to 600 °C and 0.01 torr affords 1,2,3,6,7,8-Hexahydro-[as]-indacene and dehydro derivatives. An uncatalyzed and highly exothermic two-step cycloaromatization mechanism is suggested. This proceeds through initial formation of a 1,4-diradical.",

author = "Kociolek, {Martin G.} and Johnson, {Richard P.}",

note = "Funding Information: Acknowledgements. This work was supported by grant CHE-9616388 from the National Science Foundation. Helpful discussions with Professors Maitland Jones Jr. and Glen Miller are gratefully acknowledged. Copyright: Copyright 2007 Elsevier B.V., All rights reserved.",

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T1 - Intramolecular thermal cyclotrimerization of an acyclic triyne

T2 - An uncatalyzed process

AU - Kociolek, Martin G.

AU - Johnson, Richard P.

N1 - Funding Information: Acknowledgements. This work was supported by grant CHE-9616388 from the National Science Foundation. Helpful discussions with Professors Maitland Jones Jr. and Glen Miller are gratefully acknowledged. Copyright: Copyright 2007 Elsevier B.V., All rights reserved.

PY - 1999/5/28

Y1 - 1999/5/28

N2 - Flash vapor pyrolysis of 1,6,11-dodecatriyne at 500 to 600 °C and 0.01 torr affords 1,2,3,6,7,8-Hexahydro-[as]-indacene and dehydro derivatives. An uncatalyzed and highly exothermic two-step cycloaromatization mechanism is suggested. This proceeds through initial formation of a 1,4-diradical.

AB - Flash vapor pyrolysis of 1,6,11-dodecatriyne at 500 to 600 °C and 0.01 torr affords 1,2,3,6,7,8-Hexahydro-[as]-indacene and dehydro derivatives. An uncatalyzed and highly exothermic two-step cycloaromatization mechanism is suggested. This proceeds through initial formation of a 1,4-diradical.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

Intramolecular thermal cyclotrimerization of an acyclic triyne: An uncatalyzed process

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