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Spiro units as building blocks in thermotropic liquid crystals: Synthesis and physical properties of terminally substituted spiro[5.5]undecanes
Author(s) -
Schmidt Wolfgang,
Vögtle Fritz,
Poetsch Eike
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.1995199507175
Subject(s) - undecane , chemistry , mesogen , ring (chemistry) , thermotropic crystal , intramolecular force , combinatorial chemistry , stereochemistry , organic chemistry , liquid crystalline , polymer
Abstract A number of terminally substituted spiranes were prepared from 9‐pentyl‐3‐spiro[5.5]undecanone ( 7 ), which was obtained in a five‐step synthesis starting from 4‐pentylcyclohexanone ( 1 ), using an intramolecular cyclisation with 4‐toluenesulfonylmethyl isocyanide (TosMIC) as a key step. By a comparison of the physical data of the new spiro[5.5]undecane derivatives I with those of several well‐known, analogous substituted compounds – solely differing in their central building unit – conclusions regarding the effects of the spiro ring system on its mesogenic potential are drawn.