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Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane
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| Zeitschriftentitel: | Chemische Berichte |
|---|---|
| Personen und Körperschaften: | , , |
| In: | Chemische Berichte, 130, 1997, 7, S. 951-954 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Wiley
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| Schlagwörter: |
| author_facet |
Sigl, Marcus Schier Schmidbaur, Hubert Sigl, Marcus Schier Schmidbaur, Hubert |
|---|---|
| author |
Sigl, Marcus Schier Schmidbaur, Hubert |
| spellingShingle |
Sigl, Marcus Schier Schmidbaur, Hubert Chemische Berichte Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane Inorganic Chemistry |
| author_sort |
sigl, marcus |
| spelling |
Sigl, Marcus Schier Schmidbaur, Hubert 0009-2940 Wiley Inorganic Chemistry http://dx.doi.org/10.1002/cber.19971300722 <jats:title>Abstract</jats:title><jats:p>A phosphane‐borane (<jats:bold>3</jats:bold>) with the P‐B bond integrated into a seven‐membered ring was prepared from 4‐pentenyl‐diphenylphosphane (<jats:bold>4</jats:bold>) by hydroboration using 9‐borabicyclononane (9‐BBN). The product was confirmed to have a ring structure in the solid state by single crystal X‐ray diffraction. The P‐B distance of 2.057(2) Å is indicative of a standard donor‐acceptor bond similar to the type found in homologous five‐ and six‐membered rings. The room‐temperature <jats:sup>31</jats:sup>P‐NMR signal of the compound in various solvents (δ ≈ ‐ 15) is not compatible with the cyclic structure and suggests that ring opening occurs as the compound is dissolved. Variable‐temperature NMR work corroborated this assumption, and the enthalpy of ring closure was determined to be Δ<jats:italic>H</jats:italic> = ‐30.5(4) kJmol<jats:sup>‐l</jats:sup>. In CD<jats:sub>2</jats:sub>C1<jats:sub>2</jats:sub> at ‐90°C, δ<jats:sup>31</jats:sup>P is shifted to +3.5 ppm to low field, suggesting virtually complete ring closure under these conditions.</jats:p> Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane Chemische Berichte |
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10.1002/cber.19971300722 |
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| title |
Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_unstemmed |
Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_full |
Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_fullStr |
Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_full_unstemmed |
Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_short |
Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_sort |
temperature‐dependent ring‐opening and ‐closure of a cyclic phosphane‐borane |
| topic |
Inorganic Chemistry |
| url |
http://dx.doi.org/10.1002/cber.19971300722 |
| publishDate |
1997 |
| physical |
951-954 |
| description |
<jats:title>Abstract</jats:title><jats:p>A phosphane‐borane (<jats:bold>3</jats:bold>) with the P‐B bond integrated into a seven‐membered ring was prepared from 4‐pentenyl‐diphenylphosphane (<jats:bold>4</jats:bold>) by hydroboration using 9‐borabicyclononane (9‐BBN). The product was confirmed to have a ring structure in the solid state by single crystal X‐ray diffraction. The P‐B distance of 2.057(2) Å is indicative of a standard donor‐acceptor bond similar to the type found in homologous five‐ and six‐membered rings. The room‐temperature <jats:sup>31</jats:sup>P‐NMR signal of the compound in various solvents (δ ≈ ‐ 15) is not compatible with the cyclic structure and suggests that ring opening occurs as the compound is dissolved. Variable‐temperature NMR work corroborated this assumption, and the enthalpy of ring closure was determined to be Δ<jats:italic>H</jats:italic> = ‐30.5(4) kJmol<jats:sup>‐l</jats:sup>. In CD<jats:sub>2</jats:sub>C1<jats:sub>2</jats:sub> at ‐90°C, δ<jats:sup>31</jats:sup>P is shifted to +3.5 ppm to low field, suggesting virtually complete ring closure under these conditions.</jats:p> |
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| description | <jats:title>Abstract</jats:title><jats:p>A phosphane‐borane (<jats:bold>3</jats:bold>) with the P‐B bond integrated into a seven‐membered ring was prepared from 4‐pentenyl‐diphenylphosphane (<jats:bold>4</jats:bold>) by hydroboration using 9‐borabicyclononane (9‐BBN). The product was confirmed to have a ring structure in the solid state by single crystal X‐ray diffraction. The P‐B distance of 2.057(2) Å is indicative of a standard donor‐acceptor bond similar to the type found in homologous five‐ and six‐membered rings. The room‐temperature <jats:sup>31</jats:sup>P‐NMR signal of the compound in various solvents (δ ≈ ‐ 15) is not compatible with the cyclic structure and suggests that ring opening occurs as the compound is dissolved. Variable‐temperature NMR work corroborated this assumption, and the enthalpy of ring closure was determined to be Δ<jats:italic>H</jats:italic> = ‐30.5(4) kJmol<jats:sup>‐l</jats:sup>. In CD<jats:sub>2</jats:sub>C1<jats:sub>2</jats:sub> at ‐90°C, δ<jats:sup>31</jats:sup>P is shifted to +3.5 ppm to low field, suggesting virtually complete ring closure under these conditions.</jats:p> |
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| imprint_str_mv | Wiley, 1997 |
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| spelling | Sigl, Marcus Schier Schmidbaur, Hubert 0009-2940 Wiley Inorganic Chemistry http://dx.doi.org/10.1002/cber.19971300722 <jats:title>Abstract</jats:title><jats:p>A phosphane‐borane (<jats:bold>3</jats:bold>) with the P‐B bond integrated into a seven‐membered ring was prepared from 4‐pentenyl‐diphenylphosphane (<jats:bold>4</jats:bold>) by hydroboration using 9‐borabicyclononane (9‐BBN). The product was confirmed to have a ring structure in the solid state by single crystal X‐ray diffraction. The P‐B distance of 2.057(2) Å is indicative of a standard donor‐acceptor bond similar to the type found in homologous five‐ and six‐membered rings. The room‐temperature <jats:sup>31</jats:sup>P‐NMR signal of the compound in various solvents (δ ≈ ‐ 15) is not compatible with the cyclic structure and suggests that ring opening occurs as the compound is dissolved. Variable‐temperature NMR work corroborated this assumption, and the enthalpy of ring closure was determined to be Δ<jats:italic>H</jats:italic> = ‐30.5(4) kJmol<jats:sup>‐l</jats:sup>. In CD<jats:sub>2</jats:sub>C1<jats:sub>2</jats:sub> at ‐90°C, δ<jats:sup>31</jats:sup>P is shifted to +3.5 ppm to low field, suggesting virtually complete ring closure under these conditions.</jats:p> Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane Chemische Berichte |
| spellingShingle | Sigl, Marcus, Schier, Schmidbaur, Hubert, Chemische Berichte, Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane, Inorganic Chemistry |
| title | Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_full | Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_fullStr | Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_full_unstemmed | Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_short | Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| title_sort | temperature‐dependent ring‐opening and ‐closure of a cyclic phosphane‐borane |
| title_unstemmed | Temperature‐dependent Ring‐Opening and ‐Closure of a Cyclic Phosphane‐Borane |
| topic | Inorganic Chemistry |
| url | http://dx.doi.org/10.1002/cber.19971300722 |