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Decarbonylative Cross-Couplings: Nickel Catalyzed Functional Group Interconversion Strategies for the Construction of Complex Organic Molecules
Accounts of Chemical Research ( IF 18.3 ) Pub Date : 2018-04-13 00:00:00 , DOI: 10.1021/acs.accounts.8b00023 Lin Guo 1 , Magnus Rueping 1, 2
Accounts of Chemical Research ( IF 18.3 ) Pub Date : 2018-04-13 00:00:00 , DOI: 10.1021/acs.accounts.8b00023 Lin Guo 1 , Magnus Rueping 1, 2
Affiliation
The utilization of carboxylic acid esters as electrophiles in metal-catalyzed cross-coupling reactions is increasingly popular, as environmentally friendly and readily available ester derivatives can be powerful alternatives to the commonly used organohalides. However, key challenges associated with the use of these chemicals remain to be addressed, including the stability of ester substrates and the high energy barrier associated with their oxidative addition to low-valent metal species. Due to recent developments in nickel catalysis that make it easier to perform oxidative additions, chemists have become interested in applying less reactive electrophiles as coupling counterparts in nickel-catalyzed transformations. Hence, our group and others have independently investigated various ester group substitutions and functionalizations enabled by nickel catalysis. Such methods are of great interest as they enable the exchange of ester groups, which can be used as directing groups in metal-catalyzed C–H functionalizations prior to their replacement.
中文翻译:
脱羰基交叉偶联:镍催化的官能团互变策略,用于构建复杂的有机分子
在金属催化的交叉偶联反应中,羧酸酯作为亲电子试剂的应用越来越普遍,因为环境友好且易于获得的酯衍生物可以替代常用的有机卤化物。然而,与使用这些化学品相关的关键挑战仍待解决,包括酯底物的稳定性和与其氧化成低价金属物质相关的高能垒。由于镍催化的最新发展,使之更易于进行氧化加成反应,化学家对在镍催化的转化反应中使用反应性较低的亲电试剂作为偶联对应物产生了兴趣。因此,我们的小组和其他小组独立研究了镍催化引起的各种酯基取代和官能化。这样的方法引起了极大的兴趣,因为它们能够交换酯基,这些酯基可以在取代它们之前用作金属催化的CHH功能化中的导向基团。
更新日期:2018-04-13
中文翻译:
脱羰基交叉偶联:镍催化的官能团互变策略,用于构建复杂的有机分子
在金属催化的交叉偶联反应中,羧酸酯作为亲电子试剂的应用越来越普遍,因为环境友好且易于获得的酯衍生物可以替代常用的有机卤化物。然而,与使用这些化学品相关的关键挑战仍待解决,包括酯底物的稳定性和与其氧化成低价金属物质相关的高能垒。由于镍催化的最新发展,使之更易于进行氧化加成反应,化学家对在镍催化的转化反应中使用反应性较低的亲电试剂作为偶联对应物产生了兴趣。因此,我们的小组和其他小组独立研究了镍催化引起的各种酯基取代和官能化。这样的方法引起了极大的兴趣,因为它们能够交换酯基,这些酯基可以在取代它们之前用作金属催化的CHH功能化中的导向基团。