Molecular Clefts Derived from Kagan’s Ether. Synthesis and Solid State Inclusion Complexes of a Chiral Molecular Tweezer

Author:

Harmata Michael,Kahraman Mehmet,Tyagarajan Sriram,Barnes Charles L.,Welch Christopher J.

Publisher

Springer Netherlands

Reference15 articles.

1. Zimmerman, S.C. Top. Curr. Chem. 1993, 165, 71.

2. Harmata, M.; Barnes, C.L. Tetrahedron Lett. 1990, 31, 1825.

3. Data on 3: mp > 300 °C; lH NMR (CDC13, 500 MHz) δ 7.70 (d, 2H, J = 8.3 Hz), 7.62 (d, 2H, J = 7.8 Hz), 7.54 (d, 2H, J = 8.4 Hz), 7.34, (t, 2H, J = 7 Hz), 7.28 (t, 2H, J = 7 Hz), 7.13 (d, 2H, J = 8 Hz), 6.75 (s, 2H), 5.37 (d, 2H, J = 6.4 Hz), 5.32 (d, 2H, J = 6.4 Hz), 3.61 (dd, 2H, J = 6.4, 16.2 Hz), 3.55 (dd, 2H, J = 6.4, 16.2 Hz), 3.02 (d 2H, J = 16.2 Hz), 2.81 (d, 2H, J = 16.2 Hz); 13C NMR (CDCl3, 125 MHz) δ 136.9, 134.9, 132.4, 131.8, 128.9, 128.4, 126.9, 126.3, 126.3, 126.1, 125.7, 125.2, 123.5, 122.5, 69.8, 69.3, 34.6, 32.7; HRMS exact mass calcd for C34H26O2: 466.1933, found 466.1927.

4. Data for 3/maleic anhydride: Formula: C34H26O2·C4H2O3; MW = 564.63 Space Group: P21/c; a = 7.1332(10)Å, b = 20.343(2)Å, c = 18.834(3)Å; V = 697.6(7)Å3; Z = 4; Dcalc = 1.393 Mg.m-3; mu = 0.09 mm-1; F(000)=1184; Radiation=MoKα (λ=0.70930Å); Temperature=-100(1)°C; Final R=0.037 for 3174 reflections with I>2.5σ(I).

5. Hunter, C.A. Angew. Chem. Int. Ed. Engl. 1993, 32, 1584.

Cited by 4 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Molecular Tweezers;Molecular Devices;2018-07-06

2. Molecular Clefts and Tweezers;Encyclopedia of Supramolecular Chemistry;2004-05-05

3. THE PREPARATION OF CHIRAL SALICYLALDEHYDES BASED ON KAGAN'S ETHER;Synthetic Communications;2001-01

4. Preparation of 2,8-Dihydroxy-5,6,11,12-Tetrahydro-5,11- epoxydibenzo[a,e]cycloctene, an Analogue of Kagan's Ether;The Journal of Organic Chemistry;1999-06-01

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