Kowalczyk Paweł, Tasior Mariusz, Ozaki Shuhei, Kamada Kenji, Gryko Daniel T
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
NMRI, National Institute of Advanced Industrial Science and Technology (AIST), Ikeda, Osaka 563-8577, Japan.
Org Lett. 2022 Apr 8;24(13):2551-2555. doi: 10.1021/acs.orglett.2c00718. Epub 2022 Mar 28.
An original approach has been developed for the insertion of formyl substituents at positions 2 and 5 of 1,4-dihydropyrrolo[3,2-]pyrroles by conversion of thiazol-2-yl substituents. The synthetic utility of these formyl groups was investigated, and a series of centrosymmetric A-π-D-π-A frameworks were constructed. The two-photon absorption of the quadrupolar pyrrolo[3,2-]pyrrole possessing two dicyanovinylidene flanking groups is attributed to an S → (S) → S transition which has a large TPA cross-section (1300 GM) for a molecule of this size.
通过噻唑-2-基取代基的转化，已开发出一种在1,4-二氢吡咯并[3,2-]吡咯的2位和5位引入甲酰基取代基的原创方法。研究了这些甲酰基的合成效用，并构建了一系列中心对称的A-π-D-π-A骨架。具有两个二氰基亚乙烯基侧翼基团的四极吡咯并[3,2-]吡咯的双光子吸收归因于S→(S)→S跃迁，对于这种尺寸的分子，该跃迁具有较大的双光子吸收截面（1300 GM）。
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