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Salicylato Titanocene Complexes as Cooperative Organometallic Lewis Acid and Brønsted Acid Catalysts for Three‐Component Mannich Reactions
Author(s) -
Wu Ya,
Chen Chun,
Jia Gai,
Zhu Xuyang,
Sun Huaming,
Zhang Guofang,
Zhang Weiqiang,
Gao Ziwei
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201402438
Subject(s) - chemistry , catalysis , alkyl , lewis acids and bases , aryl , brønsted–lowry acid–base theory , group 2 organometallic chemistry , mannich reaction , organic chemistry , titration , organometallic chemistry , molecule
A binary acid system has been developed that features an air‐stable organometallic precursor, titanocene dichloride, and simple organic cooperative Brønsted acids, which allowed for mild and highly efficient Mannich reactions of both aryl and alkyl ketones with excellent yields and satisfactory diastereoselectivity. Mechanistic studies, including 1 H NMR titration, X‐ray structure analyses as well as isolation of catalytically active species, elucidated the dramatic synergistic effects of this new binary acid system.