Differential scanning calorimetry (DSC) as a tool for probing the reactivity of polyynes relevant to hexadehydro-diels-alder (HDDA) cascades

Brian P. Woods; Thomas R. Hoye

doi:10.1021/ol503162k

Differential scanning calorimetry (DSC) as a tool for probing the reactivity of polyynes relevant to hexadehydro-diels-alder (HDDA) cascades

Brian P. Woods, Thomas R. Hoye

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18 Scopus citations

Abstract

The differential scanning calorimetry (DSC) behavior of a number of alkyne-rich compounds is described. The DSC trace for each compound exhibits an exothermic event at a characteristic onset temperature. For the tri- and tetraynes whose [4 + 2] HDDA reactivity in solution has been determined, these onset temperatures show a strong correlation with the cyclization activation energy. The studies reported here exemplify how the data available through this operationally simple analytical technique can give valuable insights into the thermal behavior of small molecules.

Original language	English (US)
Pages (from-to)	6370-6373
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	24
DOIs	https://doi.org/10.1021/ol503162k
State	Published - Dec 19 2014

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© 2014 American Chemical Society.

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abstract = "The differential scanning calorimetry (DSC) behavior of a number of alkyne-rich compounds is described. The DSC trace for each compound exhibits an exothermic event at a characteristic onset temperature. For the tri- and tetraynes whose [4 + 2] HDDA reactivity in solution has been determined, these onset temperatures show a strong correlation with the cyclization activation energy. The studies reported here exemplify how the data available through this operationally simple analytical technique can give valuable insights into the thermal behavior of small molecules.",

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AU - Hoye, Thomas R.

PY - 2014/12/19

Y1 - 2014/12/19

N2 - The differential scanning calorimetry (DSC) behavior of a number of alkyne-rich compounds is described. The DSC trace for each compound exhibits an exothermic event at a characteristic onset temperature. For the tri- and tetraynes whose [4 + 2] HDDA reactivity in solution has been determined, these onset temperatures show a strong correlation with the cyclization activation energy. The studies reported here exemplify how the data available through this operationally simple analytical technique can give valuable insights into the thermal behavior of small molecules.

AB - The differential scanning calorimetry (DSC) behavior of a number of alkyne-rich compounds is described. The DSC trace for each compound exhibits an exothermic event at a characteristic onset temperature. For the tri- and tetraynes whose [4 + 2] HDDA reactivity in solution has been determined, these onset temperatures show a strong correlation with the cyclization activation energy. The studies reported here exemplify how the data available through this operationally simple analytical technique can give valuable insights into the thermal behavior of small molecules.

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Differential scanning calorimetry (DSC) as a tool for probing the reactivity of polyynes relevant to hexadehydro-diels-alder (HDDA) cascades

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