Hamilton Wedge

Figure 5.2 Examples of hydrogen bonding motifs used in supramolecular polymers dimerizing uieidopyrimidone (UPy) functionalized main chain supramolecular polymers (2A), simple one-point complementary hydrogen bonding interactions between pyridine and phenol (2B), and six-point complementary hydrogen bonding interaction between cyanuric acid and the Hamilton wedge receptor (2C).

Figure 5.10 Diverse applications using hydrogen bonding interactions employed by Rotello and coworkers (Arumugam et al. 2007) (a) self-assembled dendronized polymer and (b) inorganic-organic hybrid material using barbiturate functionalized nanoparticles and Hamilton wedge functionalized block copolymers.

Scheme 1 Hydrogen-bonding motifs discussed in this chapter. Upy 2-ureido-4-pyrimidone, DAN 2,7-diamido-l,8-naphthyridine, DAP diacyldiaminopyridine, HW Hamilton wedge, UG ureidoguanosine, CA cyanuric acid...

Fig. 21 Chemical structures of (a) poly(norbomene) copolymer containing CA side groups, (b) the ditopic DAT agent, (c) ditopic Hamilton wedge, and (d) modified wedge. Reprinted with permission from [136], Copyright 2008 American Chemical Society...

Fig. 22 Set of supramolecular PNIPAAm networks cross-linked by differoit types of associating groups. The starting material is an electrophilic, methacryl-succininudyl (MASI)-modified PNIPAAm, denoted P(NIPAAm-co-MASI). The MASI moieties are substituted using different motifs (I) diaminotriazine, (II) cyanuric acid, and (III) terpyridine, and these are cross-linked through addition of complements such as (/) bis-maleimide, (II) a Hamilton wedge, or (III) metal ions (here, Mn ), thereby varying the type and strength of interchain cross-linking. Reprinted with permission from [138]. Copyright 2013 American Chemical Society...

Chen SB, Deng YM, Chang XJ, Barqawi H, Schulz M, Binder WH (2014) Facile preparation of supramolecular (AB AC)(n) multiblock copolymers from Hamilton wedge and barbiturate-functionalized raft agents. Polym Chem 5(8) 2891-2900... 

Figure 6 Various supramolecular cross-linking strategies based on (a) the three-point CA-triazine couple and the six-point CA-isophthalamide (Hamilton wedge) couple (b) ruthenium-terpyridine coordination complexes (c) and (d) the platinum- or palladium-based pincer complexes. ...

Week and Burd [37] also investigated the ability of PNBE-based random and block-copolymers functionalized with two different classes of H-bonding motifs to self-sort. PNBEs containing CA- and THY-functionalized side chains were self-assembled with complementary Hamilton wedge and DAP recognition motifs. 

Binder and Kluger [41, 42] utilized the Hamilton wedge and THY as molecular recognition handles in the construction of side-chain-functionalized poly(oxanorbornene dicarboximides) using a ROMP/click methodology. Monomers functionalized with azido or alkynyl side chains were polymerized to either homopolymers or block copolymers and subsequently subjected to Cu-catalyzed azide-alkyne cycloaddition [72] to install the desired H-bonding motifs. 

Week and Burd [62] also utilized ROMP to synthesize terpolymers containing two different H-bonding blocks (THY and CA) as well as SCS-Pd" pincer complex units. Functionalization was achieved by employing Hamilton wedge-CA, DAP-THY, and (pincer) Pd-N (pyridine) interactions, all of which exhibited an orthogonal self-assembly in CH2CI2. Quantitative disassembly of the Hamilton... 

Hamilton wedge, cyanuric acid hydrogen bonding... 

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