期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 8, 期 -, 页码 1406-1442出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.8.163
关键词
ab initio; cation affinity; Lewis basicity; organocatalysis; proton affinity
资金
- DFG [ZI 436/12-1, ZI 426/10]
Using selected theoretical methods the affinity of a large range of Lewis bases towards model cations has been quantified. The range of model cations includes the methyl cation as the smallest carbon-centered electrophile, the benzhydryl and trityl cations as models for electrophilic substrates encountered in Lewis base-catalyzed synthetic procedures, and the acetyl cation as a substrate model for acyl-transfer reactions. Affinities towards these cationic electrophiles are complemented by data for Lewis-base addition to Michael acceptors as prototypical neutral electrophiles.
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