Effects of Steric Bulkiness of Substituents on Quantum Yields of Photochromic Reactions of Furylfulgides

Effects of Steric Bulkiness of Substituents on Quantum Yields of Photochromic Reactions of Furylfulgides
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取代基空间体积对呋喃酰二酸酐光致变色反应量子产率的影响

DOI:
10.1246/bcsj.67.3297
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发表时间:
1994
影响因子:
4
通讯作者:
Y. Kurita
Y. Kurita
中科院分区:
化学3区
文献类型:
--
作者:
Y. Yokoyama;Tetsushi Inoue;M. Yokoyama;T. Goto;T. Iwai;N. Kera;I. Hitomi;Y. Kurita

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合成了具有不同烷基取代基大小的呋喃基黄酮类化合物,并对其光致变色性能进行了研究。随着2,5-二甲基-3-呋喃甲叉上烷基取代基的空间体积增大,显色反应的量子产率增加,E-Z异构化的量子产率降低,漂白的量子产率随着亚异丙基被金刚烷取代而增加。这两种作用是相互独立的,一个分子中含有异丙基的呋喃甲叉和金刚烷基团在甲苯中的显色量子产率为0.51(366 Nm),漂白量子产率为0.26(492 Nm)。
Furylfulgides with different sizes of alkyl substituents were synthesized and their photochromic properties were examined. While the quantum yield of coloring reaction increased and the quantum yield of the E-to-Z isomerization decreased as the steric bulkiness of the alkyl substitutent on the 2,5-dimethyl-3-furylmethylidene moiety increased, the bleaching quantum yield increased as the isopropylidene group was replaced by an adamantylidene group. Both effects worked independently, and a furylfulgide with an isopropyl group on the furylmethylidene moiety and an adamantylidene group in one molecule showed the coloring quantum yield of 0.51 (366 nm) and the bleaching quantum yield of 0.26 (492 nm) in toluene.