Premium
B IRCH ‐Reduktion von [2.2] Metacyclophan
Author(s) -
Reiner J.,
Jenny W.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520620
Subject(s) - chemistry , singlet state , ring (chemistry) , ammonia , mass spectrum , stereochemistry , nmr spectra database , broad spectrum , nuclear magnetic resonance spectroscopy , metal , crystallography , spectral line , mass spectrometry , organic chemistry , combinatorial chemistry , excited state , astronomy , chromatography , physics , nuclear physics
Metal‐ammonia‐reduction of [2.2] metacyclophan led to 5, 8, 13, 16‐tetrahydro‐[2.2] metacyclophan (II). The structure of this new ring system was confirmed by UV.‐, NMR.‐and mass spectra analyses. The NMR.‐spectrum of II in solution shows an AA ′ BB ′‐system for the ‐CH 2 CH 2 ‐groups. This part of the spectrum is temperature dependant. It collapses and coalesces to a broad singlet at approximately 145°C. A chair‐like conformation and conformational changes of II are discussed.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom