Triptycene Tris

Blackley548 measured the rates of deuteration of biphenylene, fluorene, tri-phenylene, and phenanthrene relative to o-xylene as 6.15 5.85 1.08 1.32, which is in very good agreement with the values of 8.80 7.00 - 1.14 which may be deduced from the detritiation data in Table 159, obtained using anhydrous trifluoroacetic acid. Aqueous trifluoroacetic acid (with the addition in some cases of benzene to assist solubility) was used by Rice550, who found that triptycene was 0.1 times as reactive per aromatic ring as o-xylene (cf. 0.13 derivable from Table 159) whereas the compound (XXXI) was 0.9 times as reactive as o-xylene. An exactly comparable measure is not available from Table 158, but dihydroanthracene (XXXII), which is similar, was 0.51 times as reactive as o-xylene and... 

A unique class of structures referred to as iptycenes has recently been reported by Hart et al. [129-131]. These architectures represent the first examples of all-hydrocarbon dendrimer prototypes. Starting with either benzene or triptycene as the initiator core, branch junctures were constructed in situ by Diels-Alder adduct formation to give the heptaiptycene (A) and the nonaiptycene (tri-... 

A triptycene-based tris(crown ether) has very recently been used to form a tris[2]pseudorotaxane precursor and this has in turn been converted into [4]pseudocatenane 183 by means of threefold olefin metathesis, in the presence of Grubbs catalyst 152, followed by hydrogenation <2005JA13158>. 

Using the triptycene-based homotritopic host 32, Chen et al. observed the tris[2] pseudorotaxane with 15 using ESI-MS <2005JA13158>. After metathesis, MALDI-TOF (TOE = time of flight) MS, X-ray crystallography (summarized in Section 14.22.3.1), and H and NMR were used in concert to prove synthesis of the [4]catenane. 

However, in certain cases under photolytic conditions, spectra of the corresponding arylmercury radical cations 6 developed, whereas no mercuration occurred in dark [81] signifying collapse of the ArH +,Hg(TFA)2 radical ion pair 4, provides an alternative path way to Wheeland complex 2 and hence to ArHg(TFA) + 6. Arene radical cations can also be generated from arene and thallium(III) tris-(trifluoroacetate) in trifluoroacetic acid [82], but with a different mechanism proposed by Eberson et al. [83]. Oxidation of anthracene showed 9-trifluoroacetoxy and 9,10-bis(trifluoroacetoxy)anthracene [84, 85], benzo[a]pyrene, 7-methylbenzo-[a]pyrene and 12-methylbenzo[a]pyrene yielded radical cations of 7- and/or 12-trifluoroacetates [86], triptycene (9,10-dihydro-9,10-[l,2]benzanthracene) showed... 

A similar reaction of bis(triptycen-9-yl)cyclopropcnone (24) with (triptycen-9-yl)lithium and subsequent treatment with perchloric acid afforded tris(triptycen-9-yl)cyclopropenylium perchlorate (25). ... 

Tris(triptycen-9-yl)cyclopropenylium Perchlorate (25) Typical Procedure ... 

A comparable reaction sequence gives access to the tris(l,2,4-diazaphospholyl)phosphane (240), which was converted into the heavily heterosubstituted triptycene analogues (241a-d) (Equation (12)) <88TL925>. 

The hetero-substituted tris(diazaphosphole) triptycene derivatives with bridgehead phosphorus, arsenic, antimony and silicon (314a-d) were synthesized as outlined in Scheme 54. The products were characterized by NMR data the P chemical shifts are reported in Scheme 54 <88TL925>. 

Triptycenes 19,917 suppl. 24 Tris(diethylamino)phosphine as reagent 12,640 suppl. 23 Tris(dimethylamino)pbospliine... 

An alternative approach is to employ trigonal host molecules with concave part structures. Thus, both triptycene 70 and its aza-derivative 71 (Figure 19) form clathrates with The channel-forming properties of 2,4,6-tris(4-... 

Trichodesmic acid, K23 Trichothecin, T31 Trichotomine, K3 Trichoviridine, Yll Tricyclovetivenol, T27 Tridentoquinone, YIO Triflorizin, Y3 Triglycerides, A14 Triiodothyronine, AS Tri-O-methylpeltogynone, Y4 Tri-<9rr/zo-thymotide, XI l Tripdiolide, T13 Triphenylenes, XI0 Tripmeperidine, A18 Triptycenes, X4 Triquinacenes, X4 ... 

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