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Synlett 2013; 24(15): 1910-1914
DOI: 10.1055/s-0033-1339473
DOI: 10.1055/s-0033-1339473
letter
Synthesis, Structure, and Function of PCP Pincer Transition-Metal-Complex-Bound Norvaline Derivatives
Further Information
Publication History
Received: 22 May 2013
Accepted after revision: 27 June 2013
Publication Date:
13 August 2013 (online)
Abstract
A PCP pincer palladium-complex-bound norvaline, Boc-l-[Pd]Nva-OMe, was synthesized and fully characterized by NMR, FT-ICR-MS, and X-ray crystallography. Selective N- and C-terminus transformations of Boc-l-[Pd]Nva-OMe were performed by conventional deprotection–condensation procedures to afford lipophilic palladium-bound norvaline derivatives without metal detachment. The N-/C-bisfunctionalized palladium-bound norvaline showed self-assembly properties, as evidenced by supramolecular gel formation. The catalytic activity of the supramolecular gel was assessed in the 1,4-conjugate addition of phenylboronic acid.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
-
References and Notes
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For reviews of metalated amino acids, see:
For reviews of bioimaging and biosensors based on metalated amino acids, see:
For recent reviews, see:
For reviews on PCP pincer complexes, see:
For the stability of POCOP-type PCP pincer Pd complexes, see the following pioneering works:
DMTMM [4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride], see:
For LiI deprotection, see: