Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1369848 | Bioorganic & Medicinal Chemistry Letters | 2016 | 4 Pages |
Abstract
Wittig reaction of methyl pyropheophorbide-d possessing the 3-formyl group gave readily methyl pyropheophorbides-a bearing a variety of 3-alkenyl groups as semi-synthetic models of chlorophyll-a. The 3-substituents rotated around the C3–C31 bond from the coplanar conformation with the chlorin π-system, moving the redmost visible absorption maxima to a shorter wavelength. The model experiments showed that natural chlorophyll-a carrying the 3-vinyl group would take a similar rotamer to control its intrinsic site energy.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Hitoshi Tamiaki, Kazuki Tsuji, Masaki Kuno, Yuki Kimura, Hiroaki Watanabe, Tomohiro Miyatake,