光化学生成氧杂二苯并环辛炔（ODIBO）用于无金属点击连接。
Photochemical generation of oxa-dibenzocyclooctyne (ODIBO) for metal-free click ligations.
机构信息
Department of Chemistry, University of Georgia, Athens, 30602, USA.
出版信息
Org Biomol Chem. 2012 Oct 3;10(41):8200-2. doi: 10.1039/c2ob26581h.
Abstract
Oxa-dibenzocyclooctynes (ODIBO, 2a-c) are prepared by photochemical decarbonylation of corresponding cyclopropenones (photo-ODIBO, 1a-c). While photo-ODIBO does not react with azides, ODIBO is one of the most reactive cyclooctynes exhibiting rates of cycloaddition over 45 M(-1) s(-1) in aqueous solutions. ODIBO is stable under ambient conditions and has low reactivity towards thiols. Photo-ODIBO survives heating up to 160 °C and does not react with thiols.
摘要
氧杂二苯并环辛炔（ODIBO，2a-c）可通过相应的环丙烯酮（光 ODIBO，1a-c）的光解羰基化来制备。虽然光 ODIBO 与叠氮化物不反应，但 ODIBO 是最具反应性的环辛炔之一，在水溶液中的环加成速率超过 45 M(-1) s(-1)。ODIBO 在环境条件下稳定，对硫醇的反应性低。光 ODIBO 在加热至 160°C 时仍能存活，并且不与硫醇反应。
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