By Richard A. Jones
Actual and Theoretical facets of 1H-Pyrroles (D. Chadwick).
The Synthesis of 1H-Pyrroles (G. Bean).
Reactivity of the 1H-Pyrrole Ring procedure (A. Jackson, et al.).
actual and Theoretical elements, Synthesis, and Chemical Reactivity of 2H- and 3H-Pyrroles (M. Sammes).
Chapter 1 actual and Theoretical elements of 1H?Pyrroles (pages 1–103): Derek J. Chadwick
Chapter 2 The Synthesis of 1H?Pyrroles (pages 105–294): Gerritt P. Bean
Chapter three Reactivity of the 1H?Pyrrole Ring procedure (pages 295–548): Anthony H. Jackson, Anthony H. Jackson, Marino Artico, Hugh J. Anderson, Charles E. Loader, Albert Gossauer, Petr Nesvadba and Nicholas Dennis
Chapter four actual and Theoretical features, Synthesis, and Chemical Reactivity of 2H? and 3H?Pyrroles (pages 549–728): Michael P. Sammes
Read or Download Chemistry of Heterocyclic Compounds: Pyrroles, Part One: The Synthesis and the Physical and Chemical Aspects of the Pyrrole Ring, Volume 48 PDF
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Additional info for Chemistry of Heterocyclic Compounds: Pyrroles, Part One: The Synthesis and the Physical and Chemical Aspects of the Pyrrole Ring, Volume 48
The conclusion is that substituents that do not lead to o > ~40'are acceptable, since such an angle would not have too negative an effect on the polymer's electronic properties (see 21 Theoretical Methods also Ref. 96). However, the four orders of magnitude difference in maximum conductivity achieved for poly-3,3'-dimethyl-2,2'-bipyrrole and poly-Nmethylpyrrole suggests that the possibility of achieving a coplanar conformation after doping can be of importance for the intrachain mobility of polarons or bipolarons.
14. 15. 0 'Data from Refs. 303 and 14 given relative to TMS. 8 ppm, but the effect on the P-carbon resonances is smaller. 17). 16. 5 "Signal overlapped with I-substituent carbon signals. 17. 2 "Data from Ref. 102. Parameters from solutions in CDCI, containing TMS are in ppm, a positive sign denoting a downfield shift from pyrrole. *Data from Refs. 305 and 306. 18. STERIC COMPRESSION AND GROUP INTERACTION EFFECTS ON "C CHEMICAL SHIFTS OF PYRROLE DERIVATIVES FROM REF. 1 2-Me. 4-Me 3-Me. 18). ) For substitution at C-2, the C-4 resonance is least affected, whereas the C-4 and C-5 resonances are not very sensitive to substitution at C-3.
Reference has already been made in the previous section to theoretical and Xray-diffraction studies on 2,2'-di- and 2,2'-oligopyrroles in relation to the electrical properties of polypyrrole (see also Ref. 258). 382 A. 240The structure is dimeric, having C2 symmetry with the pyrrole C(2) atom equidistant from two lithium atoms, with each serving to bridge between two pyrrole rings; the latter are syn-disposed and coplanar with respect to each other and are orthogonal to the C(2)LiC(2)'Lifring. 9(2)".