Synthesis of chlorophyll a glycoconjugates using olefin cross-metathesis

Lonin, Ivan S.; Grin, Mikhail A.; Lakhina, Anna A.; Mironov, A. F.

doi:10.1016/j.mencom.2012.05.016

Cited by 11 publications

(1 citation statement)

References 22 publications

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“…Grin and co-workers applied alkene cross metathesis for the synthesis of chlorophyll a glycoconjugate 165.1 (Scheme 165). 403 Dimeric porphyrin-RGD peptide conjugates can be also prepared through cross metathesis. 404 These porphyrin conjugates were found to be promising candidates in PDT.…”

Section: Chemical Reviewsmentioning

confidence: 99%

Synthesis and Functionalization of Porphyrins through Organometallic Methodologies

2016

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This review focuses on the postfunctionalization of porphyrins and related compounds through catalytic and stoichiometric organometallic methodologies. The employment of organometallic reactions has become common in porphyrin synthesis. Palladium-catalyzed cross-coupling reactions are now standard techniques for constructing carbon-carbon bonds in porphyrin synthesis. In addition, iridium- or palladium-catalyzed direct C-H functionalization of porphyrins is emerging as an efficient way to install various substituents onto porphyrins. Furthermore, the copper-mediated Huisgen cycloaddition reaction has become a frequent strategy to incorporate porphyrin units into functional molecules. The use of these organometallic techniques, along with the traditional porphyrin synthesis, now allows chemists to construct a wide range of highly elaborated and complex porphyrin architectures.

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Section: Chemical Reviewsmentioning

confidence: 99%

Synthesis and Functionalization of Porphyrins through Organometallic Methodologies

2016

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Alkene Cross‐Metathesis Reactions

et al. 2021

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This chapter describes olefin cross‐metathesis (CM) reactions catalyzed by ruthenium, molybdenum, and tungsten complexes and surveys the literature from 1993 through 2020. Cross‐metathesis has been applied to the synthesis of a wide range of functionalized alkenes, including natural and biologically active products. Due to its simplicity and inherit atom economy, CM has found applications in the preparation of fine chemicals and various building blocks, and in transformations of biomass. Tandem reactions involving CM as the key step are also reviewed. Examples discussed in this chapter serve to illustrate how the reactivity of alkene substrates in CM depends on the presence of functional groups and steric congestion in the proximity of the reacting double bonds. A discussion of the mechanism of olefin metathesis is also included.

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