*in ‘organic chemistry’, the term 2-norbornyl ‘cation’ (equivalent with 2-bicyclo-[2.2.1] heptyl cation) describes 1 of the 3 ‘carbocations’ formed from derivatives of ‘norbornane’*
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(though ‘1-norbornyl’ + ‘7-norbornyl’ cations have been studied, the most extensive studies and vigorous debates have been centered on the exact structure of the 2-norbornyl cation)
The 2-norbornyl cation has been formed from a variety of norbornane ‘derivatives’ + ‘reagents’)
(first reports of its formation and reactivity published by ‘saul winstein’ sparked controversy over the nature of its bonding, as he invoked a 3-center 2-electron bond to explain the stereoselectivity of the resulting product)
Herbert C. Brown challenged this assertion on the grounds that classical resonance structures could explain the stereospecificity without needing to adapt a new perspective of bonding.
Evidence of the non-classical nature of the 2-norbornyl cation grew over the course of several decades, mainly through spectroscopic data gathered using methods such as Nuclear magnetic resonance (NMR).
Crystallographic confirmation of its non-classical nature did not come until quite recently.
The nature of bonding in the 2-norbornyl cation incorporated many new ideas into the field’s understanding of chemical bonds.
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(similarities can be seen between this cation and others, such as ‘boranes’)
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