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Performance Comparison of [ONS]‐Type and [ONO]‐Type Schiff Bases in the Acylphosphonylation of Aldehyde

Guangwei Zhang, Yuanyuan Zhang, Han Zhang, Yeqian Wen

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Abstract

Abstract Two novel [ONS]‐type tridentate Schiff base ligands were prepared and employed in the acylphosphonylation of aldehyde. Ligand L1 was derived from 2‐amino‐3‐methylbutane‐1‐thiol and 3,5‐di‐ tert ‐butyl salicylaldehyde, and L1 /Ti(O i ‐Pr) 4 exhibited moderate to good activities to produce α‐acyloxyphosphonate. Furthermore, the performance difference of L1 and the traditional [ONO]‐type tridentate Schiff base L3 coordinating with Ti IV or Al III was also investigated.

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Abstract Two novel [ONS]‐type tridentate Schiff base ligands were prepared and employed in the acylphosphonylation of aldehyde. Ligand L1 was derived from 2‐amino‐3‐methylbutane‐1‐thiol and 3,5‐di‐ tert ‐butyl salicylaldehyde, and L1 /Ti(O i ‐Pr) 4 exhibited moderate to good activities to produce α‐acyloxyphosphonate. Furthermore, the performance difference of L1 and the traditional [ONO]‐type tridentate Schiff base L3 coordinating with Ti IV or Al III was also investigated.

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Available abstract

Abstract Two novel [ONS]‐type tridentate Schiff base ligands were prepared and employed in the acylphosphonylation of aldehyde. Ligand L1 was derived from 2‐amino‐3‐methylbutane‐1‐thiol and 3,5‐di‐ tert ‐butyl salicylaldehyde, and L1 /Ti(O i ‐Pr) 4 exhibited moderate to good activities to produce α‐acyloxyphosphonate. Furthermore, the performance difference of L1 and the traditional [ONO]‐type tridentate Schiff base L3 coordinating with Ti IV or Al III was also investigated.

Key concepts: Salicylaldehyde, Schiff base, Aldehyde, Chemistry, Ligand (biochemistry), Polymer chemistry, Medicinal chemistry, Organic chemistry

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Performance Comparison of [ONS]‐Type and [ONO]‐Type Schiff Bases in the Acylphosphonylation of Aldehyde — Research Paper | ScholarLens