Helicene Chemistry: From Synthesis to Applications by Chuan-Feng Chen, Yun Shen

By Chuan-Feng Chen, Yun Shen

This booklet systematically studies fresh advances within the man made tools and functions of helicenes. the 1st a part of this booklet introduces the nomenclature and structural good points of helicenes. the second one half studies numerous vintage and precious tools in addition to recently-developed methods for the instruction and functionalization of helicenes, together with photocyclization and Diels-Alder reactions, that are very important breakthroughs within the syntheses of helicenes. within the final half, the purposes of helicenes in uneven syntheses, molecular machines, molecular acceptance, self-assembly and different fields are mentioned. This e-book presents an invaluable reference resource for researchers and graduate scholars operating not just within the region of helicene chemistry, but additionally in different examine parts together with fabrics technological know-how, supramolecular chemistry, coordination chemistry, and actual natural chemistry.

Chuan-Feng Chen is a Professor on the Institute of Chemistry, chinese language Academy of Sciences, China.

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Extra resources for Helicene Chemistry: From Synthesis to Applications

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Chen and Y. 1 Synthesis of carbohelicenes by photocyclization Entry Conditiona Precursor Productb A 1 B 3 74 [1, 8] 76 [1, 8] 95 [9] 89 [3] 88 [10] 42 [11] 4 C 3 5 6 D 7 8 E 5 Ref. 1 (continued) Entry Conditiona Precursor Productb B 7 F 14 Cl F Ref. 1 (continued) Entry Precursor Conditiona 11 t-Bu b B Productb c Yield (%)c Ref. 1 (continued) Entry Conditiona Precursor Productb B 15 Ref. 1 (continued) Entry Conditiona Precursor Productb C 21 45 Ref. 1 (continued) Entry Precursor 27 Conditiona Productb Yield (%)c Ref.

However, the amount of increase became smaller as the bridge was lengthened further, because the skeleton might come to a stretched state. 6 The experimental pKa values of azahelicenes Entry Molecule pKa (in MeCN) Ref. 68 (MeOH) [61] N N 25 3 N N 26 4 N 27 5 N 28 be improved by adjusting the length and electron density of helicenes [71], while the elasticity of helicenes decreased as it became longer [72]. Recently, Zhang and co-workers studied the deformation capacity of carbohelicenes (Fig. 11) by DFT calculations and found that the maximum reversible tensile strain varied in the range of 78–222 % [73].

4), of which [13] helicene exhibits the ability near 104. Based on enormous studies of the absolute configuration, an empirical rule has been established: levorotatory helicenes (with negative ½aŠTk ) possess M-helicity, while dextrorotatory helicenes (with positive ½aŠTk ) bare P-helicity [1, 3, 4, 12, 46, 47]. 0607 / / / −1670 −3460 −5900 −6900 −8100 −8940 −9310 −9620 Ref. ± ± ± ± ± ± ± 10 200 200 200 100 100 100 [48] [24] [49] [49] [49] [12] [12] [12] 28 2 Structures and Properties of Helicenes Fig.

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