The Research Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal.
Chemistry. 2018 Jul 2;24(37):9170-9186. doi: 10.1002/chem.201705851. Epub 2018 Apr 6.
In recent years, Stenhouse salts have attracted much attention as intermediates for the synthesis of cyclopenten-2-enones. This Minireview aims to present an overview of the methods for preparation, further transformation and applications of Stenhouse and Stenhouse-like salts. In this context, the Piancatelli rearrangement and its variants, and the recently reported donor-acceptor Stenhouse salts (DASA) will be addressed. The photophysical properties of DASA and its applications in colorimetric detection of amines, functionalization of polymers for detection of heat and nerve agents, photolithography and orthogonal photoswitching systems are discussed.
近年来,Stenhouse 盐作为合成环戊烯-2-烯酮的中间体引起了广泛关注。本文综述了 Stenhouse 盐及其类似物的制备方法、进一步转化及应用。在此背景下,本文将介绍 Piancatelli 重排及其变体,以及最近报道的给体-受体 Stenhouse 盐(DASA)。讨论了 DASA 的光物理性质及其在胺类比色检测、用于检测热和神经毒剂的聚合物的功能化、光致刻蚀和正交光开关系统中的应用。