环丙烯酮笼蔽的桑德海默二炔（二苯并[a,e]环辛二炔）：用于高效应变促进炔-叠氮环加成交联的光可激活关键试剂。
Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): a photoactivatable linchpin for efficient SPAAC crosslinking.
作者信息
Sutton Dewey A, Yu Seok-Ho, Steet Richard, Popik Vladimir V
机构信息
Department of Chemistry, University of Georgia, Athens, GA 30602, USA.
出版信息
Chem Commun (Camb). 2016 Jan 11;52(3):553-6. doi: 10.1039/c5cc08106h. Epub 2015 Nov 5.
Abstract
The first fully conjugated bis-cyclopropenone (photo-DIBOD), a derivative of dibenzo[a,e][8]annulene, has been synthesized. 350-420 nm irradiation of this robust compound results in the efficient formation of dibenzo [a,e] cyclooctadiyne, an unstable, but useful SPAAC cross-linking reagent. Since photo-DIBO doesn't react with organic azides, this method allows for the spatiotemporal control of the ligation of two azide-tagged substrates.
摘要
首个完全共轭的双环丙烯酮（光控二苯并[a,e][8]轮烯衍生物，即光控DIBOD）已被合成。对这种稳定的化合物进行350 - 420纳米的光照会高效生成二苯并[a,e]环辛二炔，这是一种不稳定但有用的应变促进炔烃环加成（SPAAC）交联试剂。由于光控DIBO不与有机叠氮化物反应，该方法能够对两个带有叠氮标签的底物的连接进行时空控制。
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