Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4‐Diamines | Zendy

Zhu HaiBin | Zendy; Hu DaHua | Zendy; Dong HuaZe | Zendy; Li GenXi | Zendy; Gou ShaoHua | Zendy

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Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4‐Diamines

Author(s) -

Zhu HaiBin,

Hu DaHua,

Dong HuaZe,

Li GenXi,

Gou ShaoHua

Publication year - 2007

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.200790066

Subject(s) - chemistry , schiff base , selectivity , template , boric acid , organic chemistry , polymer chemistry , combinatorial chemistry , catalysis , nanotechnology , materials science

[2+2] macrocyclic Schiff bases of three kinds have been synthesized from chiral 1,4‐diamines by use of different methods. Macrocyclic Schiff bases 1a – 1c have been selectively obtained based on a non‐templated dilution method from chiral 1,4‐diamines a – c and dialdehyde DA1, whereas macrocycles 2a – 2c have been selectively produced from reaction of diamines a – c and dialdehyde DA2 in the presence of boric acid as templates. Macrocyclic Schiff bases 3a – 3c have been afforded in high selectivity from diamines a – c and dialdehyde DA3 by means of sodium‐template. All the titled compounds have been confirmed by 1 H NMR and ESI‐MS analyses.

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