Selective synthesis of C3 super(2)- and C20-monoiodinated chlorophyll derivatives
A chlorophyll derivative possessing an iodine atom at the C3-moiety was synthesized from methyl pyropheophorbide-a for the first time using phenyliodine bis(trifluoroacetate) and I sub(2). The use of larger amounts of reagents resulted in additional iodination at the C20-position, thus affording the...
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| Published in | Tetrahedron letters Vol. 56; no. 8; pp. 999 - 1003 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
18.02.2015
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| Subjects | |
| Online Access | Get full text |
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| Abstract | A chlorophyll derivative possessing an iodine atom at the C3-moiety was synthesized from methyl pyropheophorbide-a for the first time using phenyliodine bis(trifluoroacetate) and I sub(2). The use of larger amounts of reagents resulted in additional iodination at the C20-position, thus affording the 3,20-diiodo derivative. The iodine atom at the C3-moiety of the 3,20-diiodo derivative could be removed selectively by treating with NaN sub(3), thus affording the 3-vinyl-20-iodo derivative. |
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| AbstractList | A chlorophyll derivative possessing an iodine atom at the C3-moiety was synthesized from methyl pyropheophorbide-a for the first time using phenyliodine bis(trifluoroacetate) and I sub(2). The use of larger amounts of reagents resulted in additional iodination at the C20-position, thus affording the 3,20-diiodo derivative. The iodine atom at the C3-moiety of the 3,20-diiodo derivative could be removed selectively by treating with NaN sub(3), thus affording the 3-vinyl-20-iodo derivative. |
| Author | Miyata, Kota Masuya, Takuto Yasuda, Satoru Oba, Toru Ito, Satoshi |
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| DOI | 10.1016/j.tetlet.2015.01.057 |
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| SubjectTerms | Chlorophylls Derivatives Iodination Iodine Synthesis (chemistry) Tetrahedrons |
| Title | Selective synthesis of C3 super(2)- and C20-monoiodinated chlorophyll derivatives |
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