A spiro compounds are bi- or polycyclic organic compounds with rings connected through just one atom.The rings can be different in nature or identical. The connecting atom is also called the spiroatom,DEFINITION most often a quaternary carbon ("spiro carbon")
TYPESThere’s a mono- (2 rings)and poly- (3 or more) spirocompounds_________________________
All spiro compounds have the infix spiro followed by square brackets containing the number of atoms in the smaller ring and the number of atoms in the larger ring excluding the spiroatom itself; the numbersMONOSPIRO being separated by a dot.COMPOUNDS
A is called 1-bromo-3-chlorospiro[4.5]decan-7-ol and compoundB is called 1-bromo-3-chlorospiro[3.6]decan-7-ol.
dispiro [126.96.36.199] dodecan POLYSPIRO COMPOUNDSWhen naming polyspiro compounds, the prefixes di-, tri-,tetra-, etc. are first added to the front of the name toindicate the amount of spiroatoms, the single atomsbetween each ring.The atoms of the compound arenumbered systematically. A polyspiro compound isnumbered starting from a ring that holds one connectingspiroatom to another ring, i.e. a terminal ring; there can betwo or more terminal rings to a polyspiro compound, solong as each of these rings has only one connectingspiroatom. In the terminal ring chosen to start thenumbering, an atom of the ring next, and connected to thespiroatom, is labeled 1. Each following atom is numberedone higher than the previous - going around the compound.
We can obtain spiro compounds using intramolecular cyclization, intra/intermolecular condensationSYNTHESIS
SYNTHESIS Spiro compounds can also be obtained by regrouping another polycyclics
SYNTHESISHeterocyclic spiro compounds areproduced by the methods used insynthesis of simple heterocycliccompounds
* CHIRALITY*term used to describing an object that is non-superposable on its mirror image
CHIRALITY spiro Some compounds exhibit axial chirality. Spiroatoms can be centers of chirality even when they lack the required fourdifferent substituentsnormally observed in chirality.
USES • Spiro compounds used as plasticizers (eg, glycerinacetal cyclic ketons), in perfumery, intermediate products in the synthesis of epoxy, in producing medicine. some spiro compounds are used as photochromic materials • Spiro forms of lactones and oxazines are frequently used as leuco dyes, frequently displaying chromism - reversible change between their colorless and color form.
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