
06 nov 2024
The Italian tax authority has clarified that certain corporate restructuring operations, involving controlled realization and asymmetric demerger, do not constitute tax abuse.
Two recent rulings, 216 and 217, confirm that these operations, when executed without undue tax advantages, are legitimate.
The first ruling involves a complex reorganization to consolidate control within a family business, while the second addresses resolving shareholder disputes through share buybacks and demergers.
Both cases highlight the importance of strategic planning in corporate restructuring without triggering tax abuse concerns.

The Italian tax authority has recently issued two rulings, 216 and 217, which provide clarity on the legitimacy of certain corporate restructuring operations under the controlled realization regime. These rulings confirm that such operations do not constitute tax abuse when executed without undue tax advantages. In ruling 216, a complex reorganization involving a series of contextual and consecutive contributions was examined. The operation aimed to consolidate control within a family business, with Alfa, a holding company, being entirely owned by a single shareholder, Tizio. The restructuring involved multiple entities, including Gamma, Beta, Delta, Mevio, and Zeta, with the ultimate goal of concentrating control in Tizio's hands for generational transition. The tax authority found no objections to the simultaneous use of controlled realization regimes, as the operations did not result in any undue tax benefits. Ruling 217 addressed a different scenario involving shareholder disputes. Here, Alfa, a company holding real estate and participations, decided to buy back its own shares from Beta, followed by an asymmetric demerger to resolve differing shareholder visions. The buyback was financed by a bank, and the subsequent demerger was deemed neutral, provided it ensured the continuation of business activities. The tax authority approved this combination of operations, as it did not result in any undue tax advantages.
Further Insights
- Controlled realization and asymmetric demerger are strategic tools in corporate restructuring.
- These operations require careful planning to ensure compliance with tax regulations.
Potential Opportunities
- Facilitating generational transitions in family businesses.
- Resolving shareholder disputes efficiently.
Critical Aspects and Potential Issues
- Ensuring no undue tax advantages are gained.
- Maintaining compliance with tax laws and regulations.
Common Pitfalls and Typical Errors
- Misinterpreting tax regulations leading to potential tax abuse.
- Failing to document the business rationale behind restructuring operations.
Suggestions and Useful Guidelines
- Engage with tax professionals to ensure compliance.
- Clearly document the strategic objectives and business rationale for restructuring operations.